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6211-32-1 molecular structure
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methyl (1S,15S,18S,19S,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: 103986
Molecular Formular: C21H27ClN2O3
Molecular Mass: 390.90368
Monoisotopic Mass: 390.17102041
SMILES and InChIs

SMILES:
Cl.O=C(OC)[C@H]1[C@H]2C[C@H]3c4[nH]c5ccccc5c4CCN3C[C@H]2CC[C@@H]1O
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+;/m1./s1
InChIKey:
PIPZGJSEDRMUAW-ZKKXXTDSSA-N

Cite this record

CBID:103986 http://www.chembase.cn/molecule-103986.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
methyl (1S,15S,18S,19S,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,15S,18S,19S,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
rauwolscine hydrochloride
Synonyms
α-Yohimbine
17α-Hydroxy-20α-yohimban-16 β-carboxylic acid methyl ester
RAUWOLSCINE
α-Yohimbine hydrochloride
17α-Hydroxy-20α-yohimban-16 β-carboxylic acid methyl ester hydrochloride
Rauwolscine hydrochloride
CAS Number
6211-32-1
EC Number
228-279-6
MDL Number
MFCD06668052
PubChem SID
162091385
24277804
PubChem CID
197067

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 197067 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 14.676982  H Acceptors
H Donor LogD (pH = 5.5) 0.09948015 
LogD (pH = 7.4) 1.7400687  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
H2O: soluble expand Show data source
Apperance
white to off-white powder expand Show data source
Melting Point
288°C expand Show data source
Optical Rotation
[α]25/D +52.13°, c = 1 in H2O expand Show data source
Storage Condition
Room Temperature (15-30°C) expand Show data source
RTECS
ZG1035000 expand Show data source
European Hazard Symbols
Toxic Toxic (T) expand Show data source
Harmful Harmful (Xn) expand Show data source
UN Number
1544 expand Show data source
2811 expand Show data source
MSDS Link
Download expand Show data source
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
III expand Show data source
Australian Hazchem
2X expand Show data source
Risk Statements
23/24/25 expand Show data source
R:22 expand Show data source
Safety Statements
22-36/37/39-45 expand Show data source
S:36/37/39 expand Show data source
EU Classification
T2 expand Show data source
EU Hazard Identification Number
6.1B expand Show data source
Emergency Response Guidebook(ERG) Number
154 expand Show data source
GHS Pictograms
GHS06 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H301-H311-H331 expand Show data source
GHS Precautionary statements
P261-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), HTR1A(3350) expand Show data source
Salt Data
HCl expand Show data source
Certificate of Analysis
Download expand Show data source
Description
Conformers expand Show data source
Empirical Formula (Hill Notation)
C21H26N2O3 · HCl expand Show data source
Classification
Rare Genuine Natural Compounds expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Sigma Aldrich Sigma Aldrich
MP Biomedicals - 02153772 external link
Hydrochloride
An α2-adrenergic antagonist.
Sigma Aldrich - R104 external link
Biochem/physiol Actions
α2-adrenoceptor antagonist; 5-HT1A serotonin receptor agonist.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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