Isobiflorin

ID: ALA4451084

Chembl Id: CHEMBL4451084

Cas Number: 152041-16-2

PubChem CID: 10338198

Max Phase: Preclinical

Molecular Formula: C16H18O9

Molecular Weight: 354.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(=O)c2c(O)cc(O)c([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c2o1

Standard InChI:  InChI=1S/C16H18O9/c1-5-2-6(18)10-7(19)3-8(20)11(15(10)24-5)16-14(23)13(22)12(21)9(4-17)25-16/h2-3,9,12-14,16-17,19-23H,4H2,1H3/t9-,12-,13+,14-,16+/m1/s1

Standard InChI Key:  UDTUCCXZNVRBEJ-PBVFJORSSA-N

Alternative Forms

1. Parent:

   

   ALA4451084

   Clove-3

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 354.31

Molecular Weight (Monoisotopic): 354.0951

AlogP: -0.97

#Rotatable Bonds: 2

Polar Surface Area: 160.82

Molecular Species: ACID

HBA: 9

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 6.19

CX Basic pKa:

CX LogP: -0.84

CX LogD: -2.10

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.40

Np Likeness Score: 2.31

References

1.  (2017)  Synaptojanin-2 inhibitors for use in the treatment of cancer, 

2.  (2015)  Synaptojanin-2 inhibitors and uses thereof, 

3.  (2017)  Methods of preventing tumor metastasis, treating and prognosing cancer and identifying agents which are putative metastasis inhibitors, 

4. Lee HH, Shin JS, Lee WS, Ryu B, Jang DS, Lee KT..  (2016)  Biflorin, Isolated from the Flower Buds of Syzygium aromaticum L., Suppresses LPS-Induced Inflammatory Mediators via STAT1 Inactivation in Macrophages and Protects Mice from Endotoxin Shock.,  79  (4): [PMID:26977531] [10.1021/acs.jnatprod.5b00609]

Source

Source(2):

• Scientific Literature
• Patent Bioactivity Data