CAS 131-01-1|Raunormine|Canescine|Deresperine|Raunorine|Deserpine|Reserpidine|Enduronyl|Deserpidine|Deserpidin|Desmethoxyreserpine|beta-Escin|methyl (1R,15S,17R,18R,19S,20S)-18-methoxy-17-(3,4,5-tri...

General Information

Structure

Molecular Formula

C₃₂H₃₈N₂O₈

Molecular Mass

578.65272

Exact Mass

578.26281619

Charge

InChI

InChI=1S/C32H38N2O8/c1-37-24-12-17(13-25(38-2)29(24)39-3)31(35)42-26-14-18-16-34-11-10-20-19-8-6-7-9-22(19)33-28(20)23(34)15-21(18)27(30(26)40-4)32(36)41-5/h6-9,12-13,18,21,23,26-27,30,33H,10-11,14-16H2,1-5H3/t18-,21+,23-,26-,27+,30+/m1/s1

InChIKey

CVBMAZKKCSYWQR-WCGOZPBSSA-N

Canonic Smiles

COC(=O)[C@@H]1[C@@H](OC)[C@@H](C[C@H]2[C@@H]1C[C@H]1N(C2)CCc2c1[nH]c1c2cccc1)OC(=O)c1cc(OC)c(c(c1)OC)OC

Isomeric Smiles

O([C@@H]1[C@H]([C@@H]2[C@@H](CN3[C@H](C2)c2[nH]c4c(c2CC3)cccc4)C[C@H]1OC(=O)c1cc(OC)c(OC)c(OC)c1)C(=O)OC)C

Calculated Properties

JChem

Acid pKa

16.37495

H Acceptors

H Donor

LogD (pH = 5.5)

1.771058

LogD (pH = 7.4)

3.3759513

Log P

3.6891673

Molar Refractivity

154.9553

Polarizability

61.769245

Polar Surface Area

108.55

Rotatable Bonds

Lipinski's Rule of Five

false

ALOGPS 2.1

Log P

4.25

LOG S

-4.72

Solubility (Water)

1.11e-02 g/l

Data Source

Academic Data

Data Source

Names and Identifiers

Brand Name

RaunormineCanescineRaunorinebeta-EscinEnduronylReserpidineRecanescineAescinTranquinilRaunorminCanescinRecanescinHarmonyl

Synonyms

DeresperineDeserpidineDesmethoxyreserpineDeserpidinDeserpidinum [INN-Latin]DeserpineDesepridineDeserpidina [INN-Spanish]

IUPAC Traditional name

methyl (1R,15S,17R,18R,19S,20S)-18-methoxy-17-(3,4,5-trimethoxybenzoyloxy)-3,13-diazapentacyclo[11.8.0.0^{2,10}.0^{4,9}.0^{15,20}]henicosa-2(10),4,6,8-tetraene-19-carboxylate desmethoxyreserpine

IUPAC name

methyl (1R,15S,17R,18R,19S,20S)-18-methoxy-17-(3,4,5-trimethoxybenzoyloxy)-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 (1R,15S,17R,18R,19S,20S)-18-methoxy-17-(3,4,5-trimethoxybenzoyloxy)-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8-tetraene-19-carboxylate

Names and Identifiers

Registration numbers

PubChem SID

PubChem CID

CAS Number

Wikipedia Title

ATC CODE

DrugBank ID

CHEMBL

Chemspider ID

KEGG ID

Unique Ingredient Identifier

9016E3VB47

CHEBI ID

27478

Registration numbers

Properties

Physical Property

Hydrophobicity(logP)

3.3

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

DrugBank

DB01089

Drug Groups

approved

Description

Deserpidine is an ester alkaloid drug isolated from Rauwolfia canescens (family Apocynaceae) with antipsychotic and antihypertensive properties that has been used for the control of high blood pressure and for the relief of psychotic behavior.

Indication

For the treatment of hypertension.

Pharmacology

Deserpidine, an alkaloid of Rauwolfia canescens, is used as an antihypertensive. Rauwolfia alkaloids work by controlling nerve impulses along certain nerve pathways. As a result, they act on the heart and blood vessels to lower blood pressure.

Toxicity

Symptoms of overdose include dizziness or drowsiness (severe), flushing of skin, pinpoint pupils of eyes and slowed pulse.

Affected Organisms

Humans and other mammals

Wikipedia

Deserpidine

Molecule Details

References

PubChem Literature

No Data Available

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References