SCS-C006327

gibbosol C

Pathway: Polyketides Superclass: Linear polyketides Class: 3-acyl tetramic acids | Open-chain polyketides

Chemical Structure

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Source Information

Amphidinium gibbosum (dinoflagellate)

Kingdom NA Phylum Alveolata Class Dinophyceae Order Amphidiniales Family Amphidiniaceae Genus Amphidinium Species Amphidinium gibbosum

South China Sea

DOI: 10.3390/md18120590 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

1582.0 Da

Threshold ≤ 500

ALogP

-3.94

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

3 violations (MW, HBD, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C77H144O32

Molecular Weight:

1581.9670 Da

SMILES:

C/C=C/[C@H](O)C[C@@H](O)C[C@@H](O)[C@@H](O)[C@H](O)C[C@H](O)C[C@@H](O)[C@H]1O[C@H](CCCC[C@@H]2C[C@@H](O)[C@H](O)[C@@H](C[C@@H](O)[C@@H](O)[C@@H](O)[C@H](O)C[C@H](O)[C@@H](O)CC/C(C)=C/[C@@H](C)C[C@@H](O)C[C@@H](O)[C@@H](O)[C@@H](O)C[C@H](O)C[C@@H](O)C[C@H](O)C[C@@H](O)[C@H](O)CC/C(C)=C/C(C)=C/[C@H](C)C[C@H](O)C[C@H](C)CC[C@H](O)CO)O2)[C@@H](O)[C@H](O)[C@H]1O

InChIKey:

                        QTXJRJUNISOVLE-MPPIKHFVSA-N
                        
                    

InChI:

InChI=1S/C77H144O32/c1-8-11-45(79)26-50(84)31-60(93)70(101)62(95)33-53(87)34-66(99)77-76(107)75(106)74(105)67(109-77)13-10-9-12-54-35-63(96)71(102)68(108-54)37-65(98)73(104)72(103)64(97)36-58(91)56(89)19-16-40(3)21-43(6)25-48(82)30-59(92)69(100)61(94)32-52(86)28-49(83)27-51(85)29-57(90)55(88)18-15-39(2)20-42(5)22-44(7)24-47(81)23-41(4)14-17-46(80)38-78/h8,11,20-22,41,43-107H,9-10,12-19,23-38H2,1-7H3/b11-8+,39-20+,40-21+,42-22+/t41-,43-,44+,45+,46+,47-,48-,49+,50-,51+,52-,53+,54-,55-,56+,57-,58+,59-,60-,61+,62-,63-,64-,65-,66-,67-,68-,69-,70-,71+,72+,73-,74-,75+,76-,77-/m1/s1

Calculated Properties

ALogP:

-3.945 lipophilicity

TPSA:

625.36 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.8961 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006327

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Linear polyketides

NPClassifier Class:

3-acyl tetramic acids Open-chain polyketides

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Inactive / negative	—	VCAM-1	10.0 μg/mL	10.3390/md18120590 Marine Drugs
Inactive / negative	—	ICAM-1	10.0 μg/mL	10.3390/md18120590 Marine Drugs

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