Compound

D0482 | retinoic acid

Molecular Formula C20H28O2
Molecular Weight 300.4
Structure

L

L01XX14 Tretinoin


[L01XX] Other antineoplastic agents


[L01X] OTHER ANTINEOPLASTIC AGENTS


[L01] ANTINEOPLASTIC AGENTS


[L] Antineoplastic and immunomodulating agents


Toxicity Dose Time Species Model Method Action Positive criterion Reference
BASAL RESPIRATION 100 mM zebrafish XFe24 Extracellular Flux Analyzer Negative 88
BASAL RESPIRATION 100 mM zebrafish XFe24 Extracellular Flux Analyzer Negative 88
ELECTRON TRANSPORT CHAIN rat isolated liver mitochondria measurements of mitochondrial respiration; RST inhibition assay, RST uncoupling assay; IC 50ratio of glucose/galactose assay decrease 53

Pictogram Signal Statements Precautionary Statement Codes
Danger

Aggregated GHS information provided by 41 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.


H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]


H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]


H335 (97.56%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure


Respiratory tract irritation]


H360 (97.56%): May damage fertility or the unborn child [Danger Reproductive toxicity]


Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.


P201, P202, P261, P264, P271, P280, P281, P302+P352, P304+P340, P305+P351+P338, P308+P313, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)
Danger

Aggregated GHS information provided by 318 companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.


H302 (16.67%): Harmful if swallowed [Warning Acute toxicity, oral]


H315 (84.59%): Causes skin irritation [Warning Skin corrosion/irritation]


H360 (84.28%): May damage fertility or the unborn child [Danger Reproductive toxicity]


H400 (76.1%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]


H410 (76.1%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]


Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.


P201, P202, P264, P270, P273, P280, P281, P301+P312, P302+P352, P308+P313, P321, P330, P332+P313, P362, P391, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)
Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]


H401: Toxic to aquatic life [Hazardous to the aquatic environment, acute hazard]


P264, P270, P273, P301+P312, P330, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)

Organism Test type Route Dose (normalized dose) Effect Source
rat LD50 intravenous 75mg/kg (75mg/kg) Drugs in Japan Vol. -, Pg. 886, 1995.
mouse LD50 oral 1100mg/kg (1100mg/kg) American Journal of Clinical Nutrition. Vol. 52, Pg. 183, 1990.
mouse LD50 intravenous 92mg/kg (92mg/kg) United States Patent Document. Vol. #3878202,
rat LD50 subcutaneous 53mg/kg (53mg/kg) Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 3194, 1973.
mouse LD50 intraperitoneal 208mg/kg (208mg/kg) Drugs in Japan Vol. -, Pg. 886, 1995.
rat LD50 oral 2gm/kg (2000mg/kg) American Journal of Clinical Nutrition. Vol. 52, Pg. 183, 1990.
rat LD50 intraperitoneal 96mg/kg (96mg/kg) Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 3194, 1973.
mouse LD50 subcutaneous 253mg/kg (253mg/kg) Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 3194, 1973.


  • (11Z)-retinoic acid (2E,4E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)-2,4,6,8-nonatetraenoic acid (2E,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethyl-cyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid
    (2E,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,4,6,8-tetraenoic acid (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,4,6,8-tetr aenoic acid
    (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoic acid (4E,6E,8E)-9-(2,6,6-Trimethyl-1-cyclohexenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid (5E)-Retinoic acid
    (9Z,13Z)-Retinoic acid (all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate (all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid
    .beta.-Retinoic acid .beta.-all-trans-Retinoic acid 02T794
    15-Apo-beta-caroten-15-oic acid 1cbr 1n4h
    2,4, 6,8-Nonatetranoic acid, 3,7-dimethyl-9-(2,6, 6-trimethyl-1-cyclohexen-1-yl)-, (2E, 4E, 6E, 8E)- 2,4,6,8-Nonatetraenoic acid, 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (all-E)- 2,4,6,8-Nonatetraenoic acid, 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)--, (all trans)-
    2,4,6,8-Nonatetranoic acid, 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)- 2,4,6,8-Nonatetranoic acid, 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (all trans)- 2,6,8-Nonatetraenoic acid, 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (all-E)-
    2,6,8-Nonatetranoic acid, 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)- 3,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid 3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoate
    3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid 3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid-, (all trans)- 3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2E,4E,6E,8E,-nonatetraenoic acid
    3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexene-1-yl)-2,4,6,8-nonatetraenoic acid (ECL) 3,7-Dimethyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,4,6,8-all-trans-tetraenoic acid 3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraenoic acid
    3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2E,4E,6E,8E-tetraenoic acid 302-79-4 33998-EP2275420A1
    33998-EP2295055A2 33998-EP2295416A2 33998-EP2295426A1
    33998-EP2295427A1 33998-EP2298748A2 33998-EP2298764A1
    33998-EP2298765A1 33998-EP2298768A1 33998-EP2301928A1
    33998-EP2305642A2 33998-EP2308833A2 33998-EP2308861A1
    33998-EP2311453A1 33998-EP2311808A1 33998-EP2311829A1
    33998-EP2311840A1 4759-48-2 5688UTC01R
    5914-EP2275412A1 5914-EP2292576A2 6-s-trans-retinoic acid
    9-cis-RA 9-cis-retinoic acid (9cRA) 97950-17-9;
    A-Acido (Argentina) A-Vitaminsyre A-Vitaminsyre [Denmark]
    A10944 AB00052318-15 AB00052318-16
    AB00052318-17 AB00052318_18 AB00052318_19
    AB03039 AB1009361 AC-6824
    ACT00012 AGN 100335 AKOS000280845
    ARONIS25153 AT-RA ATRA
    ATRA Aberel Aberela
    Aberela [Norway] Acid A Vit (Belgium, Netherlands) Acide retinoique (French) (DSL)
    Acnavit Acnavit [Denmark] Airol
    Aknefug Aknoten All Trans Retinoic Acid
    All-trans Retinoic Acid All-trans Retinoic Acid (Tretinoin) Alltrans-retinoic acid
    Altreno (0.05% lotion) Atragen Atralin
    Avita (0.025% gel) Avita (TN) Avita Gel
    Avitoin Avitoin [Norway] BCP01405
    BCPP000036 BDBM31883 BDBM323588
    BIDD:GT0483 BIDD:PXR0081 BML2-E05
    BP-20401 BPBio1_000082 BR-73126
    BRD-K06926592-001-01-7 BRD-K71879491-001-15-0 BRD-K71879491-001-22-6
    BRN 2057223 BSPBio_000074 BSPBio_001500
    Betarretin C00777 CAS-302-79-4
    CCG-39912 CCRIS 3294 CHEBI:15367
    CHEMBL38 CPD000058245 CS-1269
    Certified Reference Material Cordes VAS [Germany] Cordes vas
    D00094 DB00755 DSSTox_CID_1239
    DSSTox_GSID_21239 DSSTox_RID_76031 DTXSID7021239
    Dermairol EINECS 206-129-0 EU-0101061
    Effederm Effederm [France] Epi-aberel
    Eudyna GS-3578 GTPL2644
    HMS1361K22 HMS1568D16 HMS1791K22
    HMS1921D14 HMS1989K22 HMS2089D20
    HMS2092N11 HMS2095D16 HMS2236N03
    HMS3259E11 HMS3263E04 HMS3402K22
    HMS3411B09 HMS3675B09 HMS3712D16
    HMS502N05 HSDB 2169 HY-14649
    IDI1_000903 IDI1_033970 Isotretinoin;(2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid
    J10054 L000833 LMPR01090019
    LP01061 LS-1154 Lopac0_001061
    MFCD00001551 MLS000028588 MLS001076515
    MLS002207234 MLS002222211 MLS002548861
    MLS006010222 NC00481 NCGC00017280-05
    NCGC00017280-06 NCGC00017280-07 NCGC00017280-08
    NCGC00017280-09 NCGC00017280-10 NCGC00017280-12
    NCGC00017280-15 NCGC00017280-16 NCGC00017280-17
    NCGC00017280-18 NCGC00017280-19 NCGC00017280-20
    NCGC00017280-23 NCGC00021808-04 NCGC00021808-05
    NCGC00021808-06 NCGC00021808-07 NCGC00021808-09
    NCGC00021808-11 NCGC00021808-14 NCGC00021808-15
    NCGC00254179-01 NCGC00259879-01 NCGC00261746-01
    NSC 122758 NSC-122758 NSC-759631
    NSC122758 NSC759631 Nexret
    Opera_ID_1055 PDT-002-002 Pharmakon1600-01502016
    Prestwick2_000257 Prestwick3_000257 Prestwick_424
    PubChem16466 Q-200610 Q29417
    QCR-120 R 2625 R0064
    REA RETINOIC ACID, ALL TRANS Refissa
    Renova Renova (0.02% cream) Renova (TN)
    Retacnyl Retin A Retin A (TN)
    Retin-A Retin-A Micro Retinoic acid
    Retinoic acid all trans Retinoic acid, >=98% (HPLC), powder Retinoic acid, all-trans-
    Retinoic acid, all-trans- (8CI) Retinoic acid, cis- Retinova
    Retionic acid Retisol-A Ro 1-5488
    S-1635 SAM002264647 SBB065722
    SBI-0051031.P003 SC-16932 SCHEMBL19091395
    SCHEMBL3145 SHGAZHPCJJPHSC-YCNIQYBTSA-N SMR000058245
    SPECTRUM1502016 SR-01000000239 SR-01000000239-12
    SR-01000000239-13 SR-01000000239-14 SR-01000000239-15
    SR-01000000239-3 SR-01000000239-4 SR-01000000239-6
    SR-01000000239-7 ST057075 ST2407905
    SW203749-4 Solage Spectrum5_001746
    Spectrum5_001933 Stieva-A TNP00194
    TRETINON Tox21_110812 Tox21_110812_1
    Tox21_202330 Tox21_300305 Tox21_501061
    Tretin M Tretinoin Tretinoin (JAN/USP/INN)
    Tretinoin (Retinoic acid) Tretinoin (TN) Tretinoin - Retinoic Acid
    Tretinoin 0.1% cream or placebo Tretinoin [USAN:INN:BAN] Tretinoin [USAN:USP:INN:BAN]
    Tretinoin(Aberela) Tretinoin, European Pharmacopoeia (EP) Reference Standard Tretinoin, Pharmaceutical Secondary Standard
    Tretinoin, United States Pharmacopeia (USP) Reference Standard Tretinoin, all-trans- Tretinoin/All-Trans Retinoic Acid
    Tretinoina Tretinoina [INN-Spanish] Tretinoine
    Tretinoine (French) Tretinoine [INN-French] Tretinoino
    Tretinoino [INN-Spanish] Tretinoinum Tretinoinum [INN-Latin]
    UNII-5688UTC01R UPCMLD-DP097 US10188615, at-RA
    Vesanoid Vesanoid (TN) (Roche) Vesnaroid
    Vitamin A acid Vitamin A acid Vitamin A acid, all-trans-
    Vitamin A1 acid, all-trans- Vitamin a acid, trans- Vitamin-A-sA currencyure
    WLN: L6UTJ A1 B1U1Y1 & U2U1Y1 & U1VQ C1 C1 WLN: L6UTJ A1 B1U1Y1&U2U1Y1&U1VQ C1 C1 ZINC12358651
    [3H]RA [3H]Retinoic acid [3H]Vitamin A acid
    [3H]tretinoin [All-E]-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic acid acide retinoique (French)
    all trans-Retinoic acid all-(E)-Retinoate all-(E)-Retinoic acid
    all-trans-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenoic Acid all-trans-Retinoic acid all-trans-Retinoic acid
    all-trans-Retinoic acid, 97% all-trans-Tretinoin all-trans-Vitamin A acid
    all-trans-Vitamin A1 acid all-trans-b-Retinoic acid all-trans-beta-Retinoic acid
    all-trans-retinoic acid (ATRA) b-Retinoic acid beta-Ra
    beta-Retinoate beta-Retinoic acid bmse000562
    cid_444795 cis-Retinoic acid s1653
    trans-Retinoate trans-Retinoic acid trans-Retinoic acid|||Retinoid analogues
    tretinoin tretinoin liposome tretinoine (French) (EINECS)

    CAS Number 124510-04-9, 198541-91-2, 302-79-4, 4759-48-2, 5300-03-8, 97950-17-9
    PubChem Compound 444795
    KEGG Compound ID C00777
    ChEBI 26536