(5S,7S,8S,9R)-7,8-dihyroxy-delta4,11-dihyronepeta-1,3-diol

ID: ALA1095564

PubChem CID: 46211183

Max Phase: Preclinical

Molecular Formula: C10H18O4

Molecular Weight: 202.25

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H18O4/c1-6(4-11)7-3-9(13)10(2,14)8(7)5-12/h7-9,11-14H,1,3-5H2,2H3/t7-,8+,9+,10+/m1/s1

Standard InChI Key:  ZHKYTTFZXBSTEE-KATARQTJSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
    2.8115   -7.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8759   -6.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3590   -7.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6480   -6.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6080   -7.6909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2955   -8.1338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0274   -7.7601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0674   -6.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3756   -6.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8026   -6.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4146   -5.6661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5342   -7.1805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0938   -8.3168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8071   -8.7339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  4  9  1  6
  5  6  1  6
  6  7  1  0
  8  9  1  0
  1  5  1  0
  8 10  1  0
  9 11  2  0
  4  2  1  0
  3 12  1  1
  2  3  1  0
  1 13  1  0
  3  1  1  0
  1 14  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA1095564

   JATAMANIN J

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: 202.25

Molecular Weight (Monoisotopic): 202.1205

AlogP: -0.72

#Rotatable Bonds: 3

Polar Surface Area: 80.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.54

CX Basic pKa: ┄

CX LogP: -1.60

CX LogD: -1.60

Aromatic Rings: ┄

Heavy Atoms: 14

QED Weighted: 0.46

Np Likeness Score: 3.36

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