Drug

D1388 | Yohimbine

Molecular Formula C21H26N2O3
Molecular Weight 354.4
Structure
State solid
Half life Elimination half-life is approximately 36 minutes.
Absorption Rapidly absorbed following oral administration. Bioavailability is highly variable, ranging from 7 to 87% (mean 33%).
Description an indoloquinolizidine alkaloid; an alpha-2 adrenergic antagonist

G

G04BE04 Yohimbine


[G04BE] Drugs used in erectile dysfunction


[G04B] UROLOGICALS


[G04] UROLOGICALS


[G] Genitourinary system and reproductive hormones


Toxicity Dose Time Species Model Method Action Positive criterion Reference
OXYGEN CONSUMPTION RATE (OCR) mouse neuron Oxygen consumption rate (OCR) or extracellular acidification rate (ECAR) measurements from permeabilized neurons and isolated brain mitochondria were performed using the XF96 Extracellular Flux analyzer (Seahorse Bioscience). increase 269
ELONGATION mouse neuron Mitochondrial morphology and neurite area measurements induce 269

Pictogram Signal Statements Precautionary Statement Codes
Danger

Aggregated GHS information provided by 27 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.


H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]


H311 (96.3%): Toxic in contact with skin [Danger Acute toxicity, dermal]


H331 (96.3%): Toxic if inhaled [Danger Acute toxicity, inhalation]


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.


P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P311, P312, P321, P322, P330, P361, P363, P403+P233, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)
Warning

Aggregated GHS information provided by 38 companies from 1 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 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure


Respiratory tract irritation]


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.


P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, 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.)


  • (+)-Yohimbine (16alpha,17alpha)-17-hydroxyyohimban-16-carboxylic acid methyl ester (1R,2S,4aR,13bS,14aS)-2-hydroxy-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydro-indolo[2'',3'':3,4]pyrido[1,2-b]isoquinoline-1-carboxylic acid methyl ester hydrochloride
    103834-06-6 146-48-5 17-Hydroxyyohimban-16-carboxylic acid methyl ester
    17a-hydroxy-16a-methoxycarbonyl-yohimbane 17alpha-hydroxyyohimban-16alpha-carboxylic acid methyl ester 2Y49VWD90Q
    37247-87-3 4-25-00-01237 (Beilstein Handbook Reference) 65Y190
    AKOS015902024 APHRODINE API0006398
    Actibine Amberlite CG-400 Aphrosol
    BCBcMAP01_000032 BDBM50013515 BDBM50203564
    BPBio1_000472 BRD-K35586044-001-02-6 BRD-K35586044-003-03-0
    BRD-K35586044-003-11-3 BRN 0097276 BSPBio_000428
    BSPBio_001236 Benz[g]indolo[2,3-a]quinolizine, yohimban-16-carboxylic acid deriv. Bio1_000455
    Bio1_000944 Bio1_001433 Bio2_000458
    Bio2_000938 C09256 CAS-146-48-5
    CCG-205284 CCRIS 9415 CHEBI:10093
    CHEMBL15245 CHEMBL537669 CS-5173
    Corynine D08685 DB01392
    DSSTox_CID_20130 DSSTox_GSID_40130 DSSTox_RID_79446
    DTXSID9040130 EINECS 205-672-0 GS-5751
    GTPL102 HMS1362N17 HMS1792N17
    HMS1990N17 HMS2089G19 HMS2234C18
    HY-12715 IDI1_002213 Johimbin
    KBio2_000576 KBio2_003144 KBio2_005712
    KBio3_001031 KBio3_001032 KBioGR_000576
    KBioSS_000576 LS-162738 Lopac0_001210
    MCULE-1043513122 MLS000728591 MRF-0000020
    NCGC00013260-01 NCGC00025018-05 NCGC00025018-06
    NCGC00025018-07 NCGC00025018-10 NCGC00025018-11
    NSC19509 Prestwick0_000584 Prestwick1_000584
    Prestwick2_000584 Prestwick3_000584 Q412226
    Quebrachin Quebrachine SC-25096
    SCHEMBL33954 SDCCGSBI-0051177.P002 SMP1_000320
    SMR000470778 SPBio_002647 SR-01000075297
    SR-01000075297-5 Tox21_110019 Tox21_110019_1
    UNII-2Y49VWD90Q YOHIMBE HYDROCHLORIDE YOHIMBINE CHLORIDE
    Yocon Yohimban-16-.alpha.-carboxylic acid, 17-.alpha.-hydroxy-, methyl ester Yohimban-16-alpha-carboxylic acid, 17-alpha-hydroxy-, methyl ester
    Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (16alpha,17alpha)- Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (16alpha,17alpha)- (9CI) Yohimban-16alpha-carboxylic acid, 17alpha-hydroxy-, methyl ester (8CI)
    Yohimbe Extract Yohimbine Yohimbe bark extract Yohimbic acid methyl ester
    Yohimbin Yohimbine Yohimbine (DCF)
    Yohimbol-16alpha-carboxylic acid, methyl ester (6CI) Yohimex ZINC3860825
    cid_6169 cid_8969 methyl (16alpha,17alpha)-17-hydroxyyohimban-16-carboxylate
    methyl (1S,15R,18S,19R,20S)-18-hydroxy-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8-tetraene-19-carboxylate methyl (2S,13bS,14aS,1R,4aR)-2-hydroxy-1,2,3,4,5,8,14,13b,14a,4a-decahydrobenz o[1,2-g]indolo[2,3-a]quinolizinecarboxylate methyl 17alpha-hydroxyyohimban-16alpha-carboxylate
    methyl hydroxy[?]carboxylate trans-Quinolizidine yohimbine yohimbine;Yohimbine hydrochloride;yohimbine hydrochloride

    DrugBank DB01392
    CAS Number 103834-06-6, 146-48-5, 159790-78-0, 37247-87-3, 65-19-0
    PubChem Compound 8969