Molecule

Sarpagine

AlkaPlorer ID: AK008666

Synonym: None

IUPAC Name: (1S,12S,13R,14S,15E)-15-ethylidene-13-(hydroxymethyl)-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4(9),5,7-tetraen-7-ol

Structure

SMILES: C/C=C1/CN2[C@H]3C[C@H]1[C@@H](CO)[C@@H]2CC1=C3NC2=CC=C(O)C=C12

InChI: InChI=1S/C19H22N2O2/c1-2-10-8-21-17-7-14-13-5-11(23)3-4-16(13)20-19(14)18(21)6-12(10)15(17)9-22/h2-5,12,15,17-18,20,22-23H,6-9H2,1H3/b10-2-/t12-,15-,17+,18+/m1/s1

InChIKey: VTVQHYQGTTVKDE-QDHOPYFXSA-N

Reference

PubChem CID: 44592554

NPASS: NPC249040

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Rauvolfia caffra	Rauvolfia	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Rauvolfia perakensis	Rauvolfia	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Alstonia mairei	Alstonia	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Rauvolfia vomitoria	Rauvolfia	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Hypericum japonicum	Hypericum	Hypericaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Rauvolfia serpentina	Rauvolfia	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 310.397

TPSA？: 59.49

MolLogP？: 2.7296000000000005

Number of H-Donors: 3

Number of H-Acceptors: 3

RingCount: 6

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	IC50	200.0	ug.mL-1	10.1021/np50073a012

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT001534	C/C=C1/CN2[C@H]3C[C@@H]1[C@@H](CO)[C@@H]2Cc1c3[nH]c2ccccc12>>C/C=C1/CN2[C@H]3C[C@H]1[C@@H](CO)[C@@H]2Cc1c3[nH]c2ccc(O)cc12	MNXR149365
AKRT001541	C/C=C1/CN2[C@H]3C[C@H]1[C@@H](CO)[C@@H]2Cc1c3[nH]c2ccccc12>>C/C=C1/CN2[C@H]3C[C@H]1[C@@H](CO)[C@@H]2Cc1c3[nH]c2ccc(O)cc12	1.14.13.91-RXN