3-O-beta-D-glucopyranosyl(1 → 6 )-beta-D-glucopyranosyloleanolic acid - Compound Card

3-O-beta-D-glucopyranosyl(1 → 6 )-beta-D-glucopyranosyloleanolic acid

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3-O-beta-D-glucopyranosyl(1 → 6 )-beta-D-glucopyranosyloleanolic acid

Structure
Zoomed Structure
  • Family: Plantae - Sapindaceae
  • Kingdom: Plantae
  • Class: Steroid
    • Subclass: Sterol Glycoside
Canonical Smiles OCC1O[C@@H](OCC2O[C@@H](O[C@H]3CC[C@]4(C(C3(C)C)CC[C@@]3(C4CC=C4[C@@]3(C)CC[C@@]3(C4CC(C)(C)CC3)C(=O)O)C)C)C([C@H]([C@@H]2O)O)O)C([C@H]([C@@H]1O)O)O
InChI InChI=1S/C42H68O13/c1-37(2)14-16-42(36(50)51)17-15-40(6)21(22(42)18-37)8-9-26-39(5)12-11-27(38(3,4)25(39)10-13-41(26,40)7)55-35-33(49)31(47)29(45)24(54-35)20-52-34-32(48)30(46)28(44)23(19-43)53-34/h8,22-35,43-49H,9-20H2,1-7H3,(H,50,51)/t22?,23?,24?,25?,26?,27-,28+,29+,30-,31-,32?,33?,34+,35-,39-,40+,41+,42-/m0/s1
InChIKey XZKIWMBXEHXZKB-UMMGMROFSA-N
Formula C42H68O13
HBA 12
HBD 8
MW 780.99
Rotatable Bonds 7
TPSA 215.83
LogP 2.88
Number Rings 7
Number Aromatic Rings 0
Heavy Atom Count 55
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 780.47
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Paullinia pinnata Sapindaceae Plantae 290984

Showing of synonyms

  • Lunga PK, Qin XJ, et al. (2015). A new antimicrobial and radical-scavenging glycoside from Paullinia pinnata var. cameroonensis.. Natural product research,2015, 29(18), 1688-1694. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OCC2CCCC(O2)OC(CC3)CC(CC4)C3C(CC5)C4C(C=56)CCC7C6CCCC7

Level: 2

Mol. Weight: 780.99 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC6CCCCO6

Level: 1

Mol. Weight: 780.99 g/mol

Structure

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 780.99 g/mol

Structure

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

Level: 0

Mol. Weight: 780.99 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 780.99 g/mol

Antimicrobial

Absorption

Caco-2 (logPapp)
-6.17
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
7.99
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
1835.6

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.02
Plasma Protein Binding
91.22
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
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
1.67
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-45.67
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.24
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
7.74
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
-3331427.99
Rat (Acute)
3.04
Rat (Chronic Oral)
4.0
Fathead Minnow
4211.96
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
371420.19
Hydration Free Energy
-2.92
Log(D) at pH=7.4
2.94
Log(P)
3.58
Log S
-3.18
Log(Vapor Pressure)
-12127.94
Melting Point
241.98
pKa Acid
-48.97
pKa Basic
8.83

No predicted protein targets found for this compound.

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