Home > Compound List > Compound details
51811-82-6 molecular structure
click picture or here to close

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 hydrochloride

ChemBase ID: 72997
Molecular Formular: C21H27ClN2O3
Molecular Mass: 390.90368
Monoisotopic Mass: 390.17102041
SMILES and InChIs

SMILES:
[nH]1c2c(c3c1cccc3)CCN1[C@H]2C[C@H]2[C@H](C1)CC[C@@H]([C@@H]2C(=O)OC)O.Cl
Canonical SMILES:
COC(=O)[C@H]1[C@@H](O)CC[C@@H]2[C@@H]1C[C@@H]1N(C2)CCc2c1[nH]c1c2cccc1.Cl
InChI:
InChI=1S/C21H26N2O3.ClH/c1-26-21(25)19-15-10-17-20-14(13-4-2-3-5-16(13)22-20)8-9-23(17)11-12(15)6-7-18(19)24;/h2-5,12,15,17-19,22,24H,6-11H2,1H3;1H/t12-,15-,17-,18-,19+;/m0./s1
InChIKey:
PIPZGJSEDRMUAW-VJDCAHTMSA-N

Cite this record

CBID:72997 http://www.chembase.cn/molecule-72997.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
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 hydrochloride
methyl (1S,15R,18S,19R,20S)-18-hydroxy-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8-tetraene-19-carboxylate hydrochloride
IUPAC Traditional name
yohimbine hydrochloride
Synonyms
Antagonil
Yohimbe
Aphrodine hydrochloride
Yohimbine monohydrochloride
Yohimbine hydrochloride
Giemsa Stain
(16α,17α)-17-Hydroxy-yohimban-16-carboxylic Acid Methyl Ester Hydrochloride
Actibine
Aphrodyne
Dayto-Himbin
Erex
NIH 9689
NSC 19509
Thybine
Yocon
Yohimbine Chloride
Yohimex
Yomax
17-Hydroxyyohimban-16-carboxylic acid methyl ester hydrochloride
Yohimbine hydrochloride
(1R,2S,4aR,13bS,14aS)-methyl 2-hydroxy-1,2,3,4,4a,5,7,8,13,13b,14,14a-dodecahydroindolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylate hydrochloride
姬姆氏色素
CAS Number
51811-82-6
65-19-0
EC Number
200-600-4
257-438-2
MDL Number
MFCD00081642
MFCD00012674
PubChem SID
162037917
24277814
PubChem CID
6169

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 14.676982  H Acceptors
H Donor LogD (pH = 5.5) -0.037232514 
LogD (pH = 7.4) 1.6539497  Log P 2.0986583 
Molar Refractivity 99.631 cm3 Polarizability 40.114906 Å3
Polar Surface Area 65.56 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
DMSO expand Show data source
H2O: soluble10 mg/mL expand Show data source
Methanol expand Show data source
Apperance
Pale Beige Solid expand Show data source
white to off-white powder expand Show data source
Melting Point
266-269°C expand Show data source
288-290 °C (dec.)(lit.) expand Show data source
ca 300°C expand Show data source
Storage Condition
-20°C expand Show data source
Refrigerator expand Show data source
RTECS
ZG1015000 expand Show data source
European Hazard Symbols
Toxic Toxic (T) expand Show data source
UN Number
1544 expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
6.1 expand Show data source
Packing Group
2 expand Show data source
Risk Statements
23/24/25 expand Show data source
Safety Statements
22-36/37/39-45 expand Show data source
TSCA Listed
expand Show data source
GHS Pictograms
GHS06 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H300-H311-H331 expand Show data source
GHS Precautionary statements
P261-P264-P280-P301 + P310-P311 expand Show data source
Personal Protective Equipment
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges expand Show data source
RID/ADR
UN 1544 6.1/PG 2 expand Show data source
Gene Information
human ... ADRA2A(150), ADRA2B(151), ADRA2C(152) expand Show data source
Purity
≥98% (TLC) expand Show data source
Salt Data
HCl expand Show data source
ydrochloride expand Show data source
Certificate of Analysis
Download expand Show data source
Classification
Genuine Natural Compounds expand Show data source

DETAILS

DETAILS

Selleck Chemicals Selleck Chemicals Sigma Aldrich Sigma Aldrich TRC TRC
Selleck Chemicals - S2373 external link
Research Area: Endocrinology
Biological Activity:
Yohimbine(Antagonil) has been used as a mydriatic and in the treatment of impotence. It is also alleged to be an aphrodisiac. Yohimbine is a pre-synaptic alpha 2-adrenergic blocking agent. Yohimbine may exert its beneficial effect on erectile ability through blockade of central alpha 2-adrenergic receptors producing an increase in sympathetic drive secondary to an increase in norepinephrine release and in firing rate of cells in the brain noradrenergic nuclei. [1]
Sigma Aldrich - Y3125 external link
Biochem/physiol Actions
α2-adrenoceptor antagonist.
Toronto Research Chemicals - Y100800 external link
Indole alkaloid with α2-adrenergic blocking activity. Mydriatic. Used in the treatment of neurological disorders.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • http://www.drugbank.ca/drugs/DB01392
  • • Mekkawi, A.G., Anal. Profile Drug Subs., 16, 731 (1986)
  • • Goldberg, M.R., et al.: Pharmacol. Rev., 35, 143 (1986)
  • • Morales, A., et al.: J. Urol., 137, 1168 (1986)
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle