Oleanolic acid-3,28-beta-diglucopyranoside - Compound Card

Oleanolic acid-3,28-beta-diglucopyranoside

Select a section from the left sidebar

Oleanolic acid-3,28-beta-diglucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Chenopodiaceae
  • Kingdom: Plantae
  • Class: Saponin
    • Subclass: Triterpenoid Saponin
Canonical Smiles OC[C@H]1O[C@H](O[C@@H]2C[C@]3(C)[C@H]4CC=C5[C@H]([C@]4(C)CC[C@H]3C([C@H]2O)(C)C)CC[C@@]2([C@H]5CC(C)(C)CC2)C(=O)O[C@H]2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C41H66O14/c1-37(2)13-14-41(36(51)55-35-32(49)30(47)28(45)24(18-43)54-35)12-9-20-19(21(41)15-37)7-8-26-39(20,5)11-10-25-38(3,4)33(50)22(16-40(25,26)6)52-34-31(48)29(46)27(44)23(17-42)53-34/h7,20-35,42-50H,8-18H2,1-6H3/t20-,21+,22-,23-,24-,25+,26+,27-,28-,29+,30+,31-,32-,33+,34+,35-,39+,40+,41-/m1/s1
InChIKey NITQHCWYMZTXJA-AACLHWAISA-N
Formula C41H66O14
HBA 14
HBD 9
MW 782.97
Rotatable Bonds 6
TPSA 236.06
LogP 0.9
Number Rings 7
Number Aromatic Rings 0
Heavy Atom Count 55
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 782.45
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Bassia muricata Chenopodiaceae Plantae 267505

Showing of synonyms

  • Kamel MS, Mohamed KM, et al. (2001). Acylated flavonoid glycosides from Bassia muricata. Phytochemistry,2001,57(8),1259-1262. [View] [PubMed]
Pubchem: 162920359
Nmrshiftdb2: 70055176

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CCC(C6)OC7CCCCO7

Level: 2

Mol. Weight: 782.97 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CCCC6

Level: 1

Mol. Weight: 782.97 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCC(C5)OC6CCCCO6

Level: 1

Mol. Weight: 782.97 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 782.97 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 782.97 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.25
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
9.640
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
2024.55

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.870
Plasma Protein Binding
101.72
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
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
1.530
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-49.640
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.310
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
7.540
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
-3674515.930
Rat (Acute)
3.730
Rat (Chronic Oral)
4.470
Fathead Minnow
4644.620
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
409981.140
Hydration Free Energy
-2.920
Log(D) at pH=7.4
4.260
Log(P)
2.59
Log S
-3.41
Log(Vapor Pressure)
-13364.39
Melting Point
288.6
pKa Acid
-52.26
pKa Basic
7.21

No predicted protein targets found for this compound.

Download SDF