SCS-C008121

cyclocitrinoic acid A

Pathway: Terpenoids Superclass: Steroids Class: Pregnane steroids

Chemical Structure

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Download: SDF SMILES

Source Information

Penicillium sp. SCSIO 41429 (soft coral-derived fungus)

Original source name: Penicillium sp. SCSIO 41429 | Penicillium sp.

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species NA

South China Sea · 21.235° N, 110.451° E

DOI: 10.3390/md22090393 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

370.5 Da

Threshold ≤ 500

ALogP

4.06

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H30O4

Molecular Weight:

370.4890 Da

SMILES:

C/C(=C/C(=O)O)[C@@H]1CC[C@H]2C3=CC(=O)[C@H]4CC(=CC[C@H](O)C4)[C@H]3CC[C@@]21C

InChIKey:

                        RAGBYBVTEOCAON-FXTJVPLFSA-N
                        
                    

InChI:

InChI=1S/C23H30O4/c1-13(9-22(26)27)19-5-6-20-18-12-21(25)15-10-14(3-4-16(24)11-15)17(18)7-8-23(19,20)2/h3,9,12,15-17,19-20,24H,4-8,10-11H2,1-2H3,(H,26,27)/b13-9-/t15-,16-,17+,19-,20-,23+/m0/s1

Calculated Properties

ALogP:

4.056 lipophilicity

TPSA:

74.60 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.6522 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008121

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Steroids

NPClassifier Class:

Pregnane steroids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

No bioactivity data available for this compound.

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