Molecule

17-O-deacetylvindoline

AlkaPlorer ID: AK003157

Synonym: 'methyl (2beta,3beta,4beta,5alpha,12beta,19alpha)-3,4-dihydroxy-16-methoxy-1-methyl-6,7-didehydroaspidospermidine-3-carboxylate', '17-O-Deacetylvindoline', 'Deacetylvindoline', 'Desacetylvindoline', 'NSC 91993', '17-O-deacetylvindoline'

IUPAC Name: methyl (1R,9R,10S,11R,12R,19R)-12-ethyl-10,11-dihydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2(7),3,5,13-tetraene-10-carboxylate

Structure

SMILES: CC[C@]12C=CCN3CC[C@@]4(C5=CC=C(OC)C=C5N(C)[C@H]4[C@@](O)(C(=O)OC)[C@@H]1O)[C@@H]32

InChI: InChI=1S/C23H30N2O5/c1-5-21-9-6-11-25-12-10-22(17(21)25)15-8-7-14(29-3)13-16(15)24(2)18(22)23(28,19(21)26)20(27)30-4/h6-9,13,17-19,26,28H,5,10-12H2,1-4H3/t17-,18+,19+,21+,22+,23-/m0/s1

InChIKey: ZDKMPOJNYNVYLA-PEGGBQQISA-N

Reference

Altered Alkaloid Pattern in Dark Grown Seedlings of Catharanthus roseus. The Isolation and Characterization of 4-Desacetoxyvindoline: A Novel Indole Alkaloid and Proposed Precursor of Vindoline

PubChem CID: 260534

CAS: 3633-92-9

LOTUS: LTS0168323

SuperNatural Ⅲ: SN0467409-03

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Apis cerana	Apis	Apidae	Hymenoptera	Insecta	Arthropoda	Metazoa	Eukaryota

Properties Information

Molecule Weight: 414.5020000000002

TPSA？: 82.47

MolLogP？: 1.0704999999999998

Number of H-Donors: 2

Number of H-Acceptors: 7

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Mus musculus	MIN6	EC50	100000.0	nM	10.1016/j.bmcl.2016.09.064

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT004523	CC(=O)[CoA].CC[C@]12C=CCN3CC[C@@]4(c5ccc(OC)cc5N(C)[C@H]4[C@@](O)(C(=O)OC)[C@@H]1O)[C@@H]32>>CC[C@]12C=CCN3CC[C@@]4(c5ccc(OC)cc5N(C)[C@H]4[C@@](O)(C(=O)OC)[C@@H]1OC(C)=O)[C@@H]32	R03230
AKRT007166	CCC(=O)[CoA].CC[C@]12C=CCN3CC[C@@]4(c5ccc(OC)cc5N(C)[C@H]4[C@@](O)(C(=O)OC)[C@@H]1O)[C@@H]32>>CCC(=O)O[C@H]1[C@](O)(C(=O)OC)[C@@H]2N(C)c3cc(OC)ccc3[C@@]23CCN2CC=C[C@]1(CC)[C@H]23	enzymemap_28437
AKRT010311	CC[C@]12C=CCN3CC[C@@]4(c5ccc(O)cc5N(C)[C@H]4[C@@](O)(C(=O)OC)[C@@H]1O)[C@@H]32.C[SAH]>>CC[C@]12C=CCN3CC[C@@]4(c5ccc(OC)cc5N(C)[C@H]4[C@@](O)(C(=O)OC)[C@@H]1O)[C@@H]32	RXN-7848
AKRT010312	CC[C@]12C=CCN3CC[C@@]4(c5ccc(OC)cc5N(C)[C@H]4[C@@](O)(C(=O)OC)C1)[C@@H]32>>CC[C@]12C=CCN3CC[C@@]4(c5ccc(OC)cc5N(C)[C@H]4[C@@](O)(C(=O)OC)[C@@H]1O)[C@@H]32	1.14.11.20-RXN