CAS 24815-24-5|Tenamine|Rescisan|Anapral|Raurescine|Rozex|Cinnasil|Resealoid|Methyl Trimethoxycinnamoylreserpate|Raupyrol|Rescinnamine|methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-{[3-(3,4,5-tr...

General Information

Structure

Molecular Formula

C₃₅H₄₂N₂O₉

Molecular Mass

634.71598

Exact Mass

634.28903093

Charge

InChI

InChI=1S/C35H42N2O9/c1-40-21-8-9-22-23-11-12-37-18-20-15-29(46-30(38)10-7-19-13-27(41-2)33(43-4)28(14-19)42-3)34(44-5)31(35(39)45-6)24(20)17-26(37)32(23)36-25(22)16-21/h7-10,13-14,16,20,24,26,29,31,34,36H,11-12,15,17-18H2,1-6H3/t20-,24+,26-,29-,31+,34+/m1/s1

InChIKey

SZLZWPPUNLXJEA-LAFLMMDJSA-N

Canonic Smiles

COc1ccc2c(c1)[nH]c1c2CCN2[C@@H]1C[C@H]1[C@@H](C2)C[C@H]([C@@H]([C@H]1C(=O)OC)OC)OC(=O)C=Cc1cc(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)ccc(OC)c4)C[C@H]1OC(=O)C=Cc1cc(OC)c(OC)c(OC)c1)C(=O)OC)C

Calculated Properties

JChem

Acid pKa

16.290113

H Acceptors

H Donor

LogD (pH = 5.5)

2.2718618

LogD (pH = 7.4)

3.816317

Log P

4.070087

Molar Refractivity

171.1642

Polarizability

67.82844

Polar Surface Area

117.78

Rotatable Bonds

Lipinski's Rule of Five

false

ALOGPS 2.1

Log P

4.48

LOG S

-5.26

Solubility (Water)

3.49e-03 g/l

Data Source

Academic Data

Data Source

Names and Identifiers

IUPAC name

methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-17-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-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)-6,18-dimethoxy-17-{[3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-3,13-diazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-2(10),4,6,8-tetraene-19-carboxylate

Brand Name

RaupyrolTenamineRescisanCartricRozexResealoidCinnasilRaurescineAnapralRescaminRescaloidNormorescinaRescidanApolonApoterinModerilParesinanApoterin SResipalReskinnaminTuaregCinatabsRescinpalRescinRaurescinAnaprelCinnaloidTsuruselpi SRecitensinaCinamineScinnaminaRescitens

Synonyms

Methyl TrimethoxycinnamoylreserpateRescinnamineReserpinineTrimethoxycinnamoyl Methyl ReserpateReserpineneReserpininRecinnamineRescinnaminmethyl (1''R'',15''S'',17''R'',18''R'',19''S'',20''S'')-6,18-dimethoxy-17-{[(2''E'')-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-3,13-diazapentacyclo[11.8.0.0^2,10.0^4,9.0^15,20]henicosa-2(10),4(9),5,7-tetraene-19-carboxylate

IUPAC Traditional name

rescinnamine

Names and Identifiers

Registration numbers

PubChem SID

PubChem CID

Wikipedia Title

ATC CODE

CAS Number

CHEBI ID

Chemspider ID

KEGG ID

Unique Ingredient Identifier

Q6W1F7DJ2D

CHEMBL

1668

DrugBank ID

DB01180

Registration numbers

Properties

Physical Property

Hydrophobicity(logP)

3.5

Pharmacology Properties

Admin Routes

oral

Legal Status

Rx-only

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

DrugBank

DB01180

Drug Groups

approved

Description

Rescinnamine is an angiotensin-converting enzyme inhibitor used as an antihypertensive drug. It is an alkaloid obtained from Rauwolfia serpentina and other species of Rauwolfia. [Wikipedia]

Indication

For the treatment of hypertension.

Pharmacology

Used to treat hypertension. Rescinnamine inhibits angiotensin-converting enzyme. ACE is a peptidyl dipeptidase that catalyzes the conversion of angiotensin I to the vasoconstrictor substance, angiotensin II. Angiotensin II also stimulates aldosterone secretion by the adrenal cortex and general vasoconstriction, both of which lead to increases vascular resistance. By inhibiting angiotensin II, aldosterone reabsorption is decreased as well as vasoconstriction. This combined effect serves to decrease blood pressure.

Affected Organisms

Humans and other mammals

External Links

• [Wikipedia]

Wikipedia

Rescinnamine

Molecule Details

References

PubChem Literature

No Data Available

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References