SCS-C002930

rhizovarin F

Pathway: Alkaloids | Terpenoids Superclass: Tryptophan alkaloids Class: Indole-Diterpenoid alkaloids (Penitrems)

Chemical Structure

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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

435.6 Da

Threshold ≤ 500

ALogP

3.76

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C27H33NO4

Molecular Weight:

435.5640 Da

SMILES:

C=C(C)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O)(CC[C@H]4Cc5c([nH]c6ccccc56)[C@@]43C)[C@]23O[C@@H]3[C@H]1O

InChIKey:

                        PWXAIDADKSQDLI-PBDJKOGPSA-N
                        
                    

InChI:

InChI=1S/C27H33NO4/c1-14(2)21-20(29)23-27(32-23)19(31-21)10-11-24(3)25(4)15(9-12-26(24,27)30)13-17-16-7-5-6-8-18(16)28-22(17)25/h5-8,15,19-21,23,28-30H,1,9-13H2,2-4H3/t15-,19-,20-,21+,23+,24+,25+,26-,27-/m0/s1

Calculated Properties

ALogP:

3.765 lipophilicity

TPSA:

78.01 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (2 aromatic)

Chiral Centers:

Fsp³:

0.6296 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002930

NPClassifier Pathway:

Alkaloids Terpenoids

NPClassifier Superclass:

Tryptophan alkaloids

NPClassifier Class:

Indole-Diterpenoid alkaloids (Penitrems)

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD27674

Biological Activity Data

No bioactivity data available for this compound.

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