SCS-C003282
rhizovarin B
Pathway: Alkaloids | Terpenoids
Superclass: Tryptophan alkaloids
Class: Indole-Diterpenoid alkaloids (Penitrems)
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Mucor irregularis
(NA)
Kingdom
Fungi
Phylum
Mucoromycota
Class
Mucoromycetes
Order
Mucorales
Family
Mucoraceae
Genus
Mucor
Species
Mucor irregularis
Hainan Island
DOI:
10.1021/acs.jnatprod.6b00403
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
680.2 Da
Threshold ≤ 500
ALogP
5.36
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C38H46ClNO8
Molecular Weight:
680.2380 Da
SMILES:
C=C(C)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O)(CC[C@]4(OC)O[C@@H]5OC(C)(C)[C@H]6C[C@@H]7C(=C)Cc8c(Cl)cc9[nH]c(c5c9c8[C@@]76O)[C@@]43C)[C@]23O[C@@H]3[C@H]1O
InChIKey:
WQTIXHLKHBRFJY-XIHTWLONSA-N
InChI:
InChI=1S/C38H46ClNO8/c1-16(2)28-27(41)30-38(46-30)23(45-28)9-10-33(6)34(7)29-25-24-21(40-29)15-20(39)18-13-17(3)19-14-22(37(19,43)26(18)24)32(4,5)47-31(25)48-36(34,44-8)12-11-35(33,38)42/h15,19,22-23,27-28,30-31,40-43H,1,3,9-14H2,2,4-8H3/t19-,22-,23+,27+,28-,30-,31+,33-,34-,35+,36+,37-,38+/m1/s1
Calculated Properties
ALogP:
5.362 lipophilicity
TPSA:
125.93 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
8
Rotatable Bonds:
2
Ring Count:
10
(2 aromatic)
Chiral Centers:
13
Fsp³:
0.6842 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003282
NPClassifier Pathway:
Alkaloids
Terpenoids
NPClassifier Superclass:
Tryptophan alkaloids
NPClassifier Class:
Indole-Diterpenoid alkaloids (Penitrems)
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.