Resveratrol 4'-sulfate

ID: ALA1208630

Chembl Id: CHEMBL1208630

Cas Number: 858187-19-6

PubChem CID: 29986833

Max Phase: Preclinical

Molecular Formula: C14H12O6S

Molecular Weight: 308.31

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Resveratrol 4'-Sulfate | trans Resveratrol-4'-sulfate|858187-19-6|trans-Resveratrol 4'-sulfate|1,3-Benzenediol,5-[(1E)-2-[4-(sulfooxy)phenyl]ethenyl]-|Resveratrol Potassium4,-Sulfate|Resveratrol 4'-Sulfate|trans-Resveratrol-4'-sulfate|CHEMBL1208630|SCHEMBL19469562|DTXSID201341738|AKOS037645619|AS-6182|RESVERATROL-4-O-SULFATE (Trans)|(E)-4-(3,5-Dihydroxystyryl)phenyl hydrogen sulfate|trans Resveratrol-4 inverted exclamation mark -sulfate|{4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]phenyl}oxidanesulfonShow More⌵

Synonyms from Alternative Forms(1): Resveratrol Potassium4,-Sulfate

Canonical SMILES:  O=S(=O)(O)Oc1ccc(/C=C/c2cc(O)cc(O)c2)cc1

Standard InChI:  InChI=1S/C14H12O6S/c15-12-7-11(8-13(16)9-12)2-1-10-3-5-14(6-4-10)20-21(17,18)19/h1-9,15-16H,(H,17,18,19)/b2-1+

Standard InChI Key:  KOTTWDFKZULRPN-OWOJBTEDSA-N

Alternative Forms

1. Alternative Forms:

   

   ALA1208630

   Resveratrol Potassium4,-Sulfate

2. Parent:

   

   ALA1208630

   trans-Resveratrol 4'-sulfate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 308.31

Molecular Weight (Monoisotopic): 308.0355

AlogP: 2.45

#Rotatable Bonds: 4

Polar Surface Area: 104.06

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -2.11

CX Basic pKa: ┄

CX LogP: 2.93

CX LogD: 0.53

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.59

Np Likeness Score: 0.75

References

1. Correia-da-Silva M, Sousa E, Duarte B, Marques F, Carvalho F, Cunha-Ribeiro LM, Pinto MM..  (2011)  Polysulfated xanthones: multipathway development of a new generation of dual anticoagulant/antiplatelet agents.,  54  (15): [PMID:21732671] [10.1021/jm2006589]

2. Sharan S, Iwuchukwu OF, Canney DJ, Zimmerman CL, Nagar S..  (2012)  In vivo-formed versus preformed metabolite kinetics of trans-resveratrol-3-sulfate and trans-resveratrol-3-glucuronide.,  40  (10): [PMID:22807110] [10.1124/dmd.112.046417]

3. Zhu Y, Fu J, Shurlknight KL, Soroka DN, Hu Y, Chen X, Sang S..  (2015)  Novel Resveratrol-Based Aspirin Prodrugs: Synthesis, Metabolism, and Anticancer Activity.,  58  (16): [PMID:26204233] [10.1021/acs.jmedchem.5b00536]

4. Goh YL, Cui YT, Pendharkar V, Adsool VA..  (2017)  Toward Resolving the Resveratrol Conundrum: Synthesis and in Vivo Pharmacokinetic Evaluation of BCP-Resveratrol.,  8  (5): [PMID:28523103] [10.1021/acsmedchemlett.7b00018]

Source

Source(1):

• Scientific Literature