pinitol

ID: ALA493737

Chembl Id: CHEMBL493737

Max Phase: Phase

Molecular Formula: C7H14O6

Molecular Weight: 194.18

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 3-o-methyl-d-chiro-inositol | Cathrtomannitol | D-3-o-methyl-chiro-inositol | D-chiro-inositol, 3-o-methyl- | D-pinitol | Inositol, 3-o-methyl-, d-chiro- | Inzitol | Matezit | Methylinositol | Nic5-15 | Piniol | Pinitol | Pinitol b | NDI 18 | NIC5-15 | NSC-128700

Canonical SMILES:  CO[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C7H14O6/c1-13-7-5(11)3(9)2(8)4(10)6(7)12/h2-12H,1H3/t2-,3-,4-,5-,6+,7+/m0/s1

Standard InChI Key:  DSCFFEYYQKSRSV-KLJZZCKASA-N

Alternative Forms

1. Parent:

   

   ALA493737

   METHYLINOSITOL

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: Yes

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 194.18

Molecular Weight (Monoisotopic): 194.0790

AlogP: -3.18

#Rotatable Bonds: 1

Polar Surface Area: 110.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.36

CX Basic pKa: ┄

CX LogP: -3.14

CX LogD: -3.14

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.30

Np Likeness Score: 1.56

References

1. Cuéllar MJ, Giner RM, Recio MC, Just MJ, Máñez S, Cerdá M, Hostettmann K, Ríos JL..  (1997)  Zanhasaponins A and B, antiphospholipase A2 saponins from an antiinflammatory extract of Zanha africana root bark.,  60  (11): [PMID:9392883] [10.1021/np970221r]

2. Bhat KA, Shah BA, Gupta KK, Pandey A, Bani S, Taneja SC..  (2009)  Semi-synthetic analogs of pinitol as potential inhibitors of TNF-alpha cytokine expression in human neutrophils.,  19  (7): [PMID:19268586] [10.1016/j.bmcl.2009.02.050]

3. Tsao CC, Shen YC, Su CR, Li CY, Liou MJ, Dung NX, Wu TS..  (2008)  New diterpenoids and the bioactivity of Erythrophleum fordii.,  16  (22): [PMID:18926710] [10.1016/j.bmc.2008.09.021]

4. Zhou YY, Luo SH, Yi TS, Li CH, Luo Q, Hua J, Liu Y, Li SH..  (2011)  Secondary metabolites from Glycine soja and their growth inhibitory effect against Spodoptera litura.,  59  (11): [PMID:21545185] [10.1021/jf200821p]

5. Ramirez-Galicia G, Martinez-Pacheco H, Garduno-Juarez R, Deeb O.  (2012)  Exploring QSAR of antiamoebic agents of isolated natural products by MLR, ANN, and RTO,  21  (9): [10.1007/s00044-011-9767-1]

6. Romero-Benavides JC, Ruano AL, Silva-Rivas R, Castillo-Veintimilla P, Vivanco-Jaramillo S, Bailon-Moscoso N..  (2017)  Medicinal plants used as anthelmintics: Ethnomedical, pharmacological, and phytochemical studies.,  129  [PMID:28231520] [10.1016/j.ejmech.2017.02.005]

7. Unpublished dataset, 

8. Maria Kuzikov, Elisa Costanzi, Jeanette Reinshagen, Francesca Esposito, Laura Vangeel, Markus Wolf, Bernhard Ellinger, Carsten Claussen, Gerd Geisslinger, Angela Corona, Daniela Iaconis, Carmine Talarico, Candida Manelfi, Rolando Cannalire, Giulia Rossetti, Jonas Gossen, Simone Albani, Francesco Musiani, Katja Herzog, Yang Ye, Barbara Giabbai, Nicola Demitri, Dirk Jochmans, Steven De Jonghe, Jasper Rymenants, Vincenzo Summa, Enzo Tramontano, Andrea R. Beccari, Pieter Leyssen, Paola Storici, Johan Neyts, Philip Gribbon, and Andrea Zaliani.  (2020)  Identification of inhibitors of SARS-Cov2 M-Pro enzymatic activity using a small molecule repurposing screen,  [10.6019/CHEMBL4495564]

9. Andrea Zaliani, Laura Vangeel, Jeanette Reinshagen, Daniela Iaconis, Maria Kuzikov, Oliver Keminer, Markus Wolf, Bernhard Ellinger, Francesca Esposito, Angela Corona, Enzo Tramontano, Candida Manelfi, Katja Herzog, Dirk Jochmans, Steven De Jonghe, Winston Chiu, Thibault Francken, Joost Schepers, Caroline Collard, Kayvan Abbasi, Carsten Claussen , Vincenzo Summa, Andrea R. Beccari, Johan Neyts, Philip Gribbon and Pieter Leyssen.  (2020)  Cytopathic SARS-Cov2 screening on VERO-E6 cells in a large repurposing effort,  [10.6019/CHEMBL4495565]

Source

Source(3):

• Scientific Literature
• Clinical Candidates
• SARS-CoV-2 Screening Data 2020-21