(IR*,2R*,3E,7R,11R*,12S*)-3,8(17)-dolabelladiene-2.7,16,l8-tetrol-18- O-beta-D-glucopyranoside - Compound Card

(IR*,2R*,3E,7R,11R*,12S*)-3,8(17)-dolabelladiene-2.7,16,l8-tetrol-18- O-beta-D-glucopyranoside

Select a section from the left sidebar

(IR*,2R*,3E,7R,11R*,12S*)-3,8(17)-dolabelladiene-2.7,16,l8-tetrol-18- O-beta-D-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Dolabellane Diterpene Glycoside
Canonical Smiles OC/C/1=C\[C@H](O)[C@@]2(C)CC[C@H]([C@]2(C)CCC(=C)[C@@H](CC1)O)C(COC1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)(C)C
InChI InChI=1S/C28H48O9/c1-16-8-10-27(4)20(9-11-28(27,5)21(32)12-17(13-29)6-7-18(16)31)26(2,3)15-36-25-24(35)23(34)22(33)19(14-30)37-25/h12,18-25,29-35H,1,6-11,13-15H2,2-5H3/b17-12-/t18-,19-,20+,21+,22-,23+,24-,25?,27+,28-/m1/s1
InChIKey WPCOUSAJELDJIP-UJWPTSQRSA-N
Formula C28H48O9
HBA 9
HBD 7
MW 528.68
Rotatable Bonds 6
TPSA 160.07
LogP 1.02
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 37
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 528.33
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Chrozophora obliqua Euphorbiaceae Plantae 316753

Showing of synonyms

  • Mohamed KM, Ohtani K, et al. (1994). Dolabellane diterpene glucosides from Chrozophora obliqua. Phytochemistry,1994,37(2),495-500. [View] [PubMed]
Pubchem: 162817256

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OCCC2CCC(C23)CC=CCCCC(=C)CC3

Level: 1

Mol. Weight: 528.68 g/mol

Structure

SMILES: C1C=CCCCC(=C)CCC(C12)CCC2

Level: 0

Mol. Weight: 528.68 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 528.68 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.8
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.29
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.04

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.9
Plasma Protein Binding
79.61
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
3.18
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-3.69
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.32
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.29
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-447.98
Rat (Acute)
3.52
Rat (Chronic Oral)
3.2
Fathead Minnow
3.32
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
533.86
Hydration Free Energy
-3.16
Log(D) at pH=7.4
2.24
Log(P)
0.9
Log S
-2.38
Log(Vapor Pressure)
-13.57
Melting Point
183.17
pKa Acid
6.57
pKa Basic
6.54
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7507
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7507
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7360
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7360

Download SDF