Molecule

Deoxytubulosine

AlkaPlorer ID: AK003700

Synonym: "8'-Deoxytubulosine"

IUPAC Name: (2S,3R,11bS)-3-ethyl-9,10-dimethoxy-2-[[(1R)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]methyl]-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine

Structure

SMILES: CC[C@H]1CN2CCC3=CC(OC)=C(OC)C=C3[C@@H]2C[C@@H]1C[C@H]1NCCC2=C1NC1=CC=CC=C21

InChI: InChI=1S/C29H37N3O2/c1-4-18-17-32-12-10-19-15-27(33-2)28(34-3)16-23(19)26(32)14-20(18)13-25-29-22(9-11-30-25)21-7-5-6-8-24(21)31-29/h5-8,15-16,18,20,25-26,30-31H,4,9-14,17H2,1-3H3/t18-,20-,25+,26-/m0/s1

InChIKey: AVJZNOIWPGXYKM-LXFCCGDJSA-N

Reference

The biosynthesis of β-carboline and quinolizidine alkaloids of Alangium lamarckii

PubChem CID: 165003

CAS: 2632-30-6

LOTUS: LTS0104122

NPASS: NPC176284

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Tabernaemontana divaricata	Tabernaemontana	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Alangium salviifolium	Alangium	Cornaceae	Cornales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 459.6340000000002

TPSA？: 49.52

MolLogP？: 5.407500000000005

Number of H-Donors: 2

Number of H-Acceptors: 4

RingCount: 6

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	A549	IC50	90.0	nM	10.1021/acs.jnatprod.8b00191
Homo sapiens	A549	IC50	90.0	nM	10.1021/acs.jnatprod.9b00670
Homo sapiens	HeLa	IC50	100.0	nM	10.1021/acs.jnatprod.9b00670
Homo sapiens	MCF7	IC50	2.0	nM	10.1021/acs.jnatprod.8b00191
Homo sapiens	SK-OV-3	IC50	3.0	nM	10.1021/acs.jnatprod.9b00670

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT010230	CC[C@H]1CN2CCc3cc(OC)c(OC)cc3[C@@H]2C[C@@H]1CC=O.NCCc1c[nH]c2ccccc12>>CC[C@H]1CN2CCc3cc(OC)c(OC)cc3[C@@H]2C[C@@H]1C[C@H]1NCCc2c1[nH]c1ccccc21	R05895
AKRT010233	CC[C@H]1CN2CCc3cc(OC)c(OC)cc3[C@@H]2C[C@@H]1C[C@H]1NCCc2c1[nH]c1ccccc21>>CC[C@H]1CN2CCc3c(cc(OC)c(OC)c3O)[C@@H]2C[C@@H]1C[C@H]1NCCc2c1[nH]c1ccccc21	R05896