(3R,5S,7S,8S,9S)-3,8-epoxy-7-hydroxy-delta4,11-dihyronepetalactone

ID: ALA1096295

PubChem CID: 46886736

Max Phase: Preclinical

Molecular Formula: C10H12O4

Molecular Weight: 196.20

Molecule Type: Small molecule

Names and Identifiers

Synonyms: jatamanin B | JATAMANIN B|CHEMBL1096295

Canonical SMILES:  C=C1[C@H]2OC(=O)[C@H]3[C@@H]1C[C@H](O)[C@@]3(C)O2

Standard InChI:  InChI=1S/C10H12O4/c1-4-5-3-6(11)10(2)7(5)8(12)13-9(4)14-10/h5-7,9,11H,1,3H2,2H3/t5-,6+,7-,9+,10-/m1/s1

Standard InChI Key:  BGWXCNUGXLABMC-GKVHRYEBSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
    4.0536    0.5544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7626    0.9625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7626    1.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0536    2.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3399    0.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3399    1.7923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5533    2.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0652    1.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5532    0.7075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0536   -0.2661    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0556    3.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2402    1.3775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3354    0.1419    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3354    2.6214    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9585    1.4283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1335    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6065    2.0181    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  3  4  1  0
  1 10  2  0
  5  6  1  0
  4 11  2  0
  8 12  1  1
  6  4  1  0
  5 13  1  1
  5  1  1  0
  6 14  1  1
  1  2  1  0
  9 15  1  0
  3 15  1  0
  2  3  1  0
  9 16  1  6
  6  7  1  0
  3 17  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA1096295

   JATAMANIN B

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: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 196.20

Molecular Weight (Monoisotopic): 196.0736

AlogP: 0.21

#Rotatable Bonds: ┄

Polar Surface Area: 55.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.94

CX Basic pKa: ┄

CX LogP: 0.27

CX LogD: 0.27

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.44

Np Likeness Score: 3.58

References

1. Lin S, Chen T, Liu XH, Shen YH, Li HL, Shan L, Liu RH, Xu XK, Zhang WD, Wang H..  (2010)  Iridoids and lignans from Valeriana jatamansi.,  73  (4): [PMID:20151678] [10.1021/np900795c]

Source

Source(1):

• Scientific Literature