3-O-beta-D-xylopyranosyl-(1→2)-O-beta-D-glucuronopyranosyl-29-hydroxyoleanolic acid 28-O-beta-D-glucopyranoside - Compound Card

3-O-beta-D-xylopyranosyl-(1→2)-O-beta-D-glucuronopyranosyl-29-hydroxyoleanolic acid 28-O-beta-D-glucopyranoside

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3-O-beta-D-xylopyranosyl-(1→2)-O-beta-D-glucuronopyranosyl-29-hydroxyoleanolic acid 28-O-beta-D-glucopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Chenopodiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene Glycoside
Canonical Smiles OC[C@@H]1O[C@H](OC(=O)[C@]23CC[C@@]4(C(=CCC5[C@@]4(C)CCC4[C@]5(C)CC[C@@H](C4(C)C)O[C@H]4O[C@@H](C(=O)O)[C@@H]([C@H]([C@@H]4O)OC4OC[C@@H]([C@H]([C@@H]4O)O)O)O)C3C[C@](CC2)(C)CO)C)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C47H74O19/c1-42(2)25-9-12-46(6)26(44(25,4)11-10-27(42)63-40-34(57)35(33(56)36(65-40)37(58)59)64-38-31(54)28(51)23(50)19-61-38)8-7-21-22-17-43(3,20-49)13-15-47(22,16-14-45(21,46)5)41(60)66-39-32(55)30(53)29(52)24(18-48)62-39/h7,22-36,38-40,48-57H,8-20H2,1-6H3,(H,58,59)/t22?,23-,24-,25?,26?,27-,28+,29-,30+,31-,32-,33+,34-,35+,36+,38?,39+,40-,43+,44-,45+,46+,47-/m0/s1
InChIKey QEKUYFPBICSGHK-JBVQKBDOSA-N
Formula C47H74O19
HBA 18
HBD 11
MW 943.09
Rotatable Bonds 9
TPSA 312.05
LogP -0.16
Number Rings 8
Number Aromatic Rings 0
Heavy Atom Count 66
Formal Charge 0
Fraction CSP3 0.91
Exact Mass 942.48
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Salsola imbricata Chenopodiaceae Plantae 1194693

Showing of synonyms

  • Hamed AI, Masullo M, et al. (2011). Triterpene saponins from Salsola imbricata. Phytochemistry Letters,2011,4(3),353-356. [View]
Pubchem: 162817388
Nmrshiftdb2: 70052230

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC(OCC7)CC7OC8CCCCO8

Level: 3

Mol. Weight: 943.09 g/mol

Structure

SMILES: O1CCCCC1OC(=O)C23C(CCCC3)C=4C(CC2)C5C(CC4)C6C(CC5)CC(CC6)OC7CCCCO7

Level: 2

Mol. Weight: 943.09 g/mol

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCC6)CC6OC7CCCCO7

Level: 2

Mol. Weight: 943.09 g/mol

Structure

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

Level: 1

Mol. Weight: 943.09 g/mol

Structure

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

Level: 1

Mol. Weight: 943.09 g/mol

Structure

SMILES: C1COCCC1OC2CCCCO2

Level: 1

Mol. Weight: 943.09 g/mol

Structure

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

Level: 0

Mol. Weight: 943.09 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 943.09 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.23
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
3001.950
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
393199.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.950
Plasma Protein Binding
88.15
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
0.590
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Toxic
Bee
Toxic
Bioconcentration Factor
-9140.860
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.780
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.050
Micronucleos
Toxic
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
-713637608.440
Rat (Acute)
3.170
Rat (Chronic Oral)
4.460
Fathead Minnow
900822.650
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
80259782.520
Hydration Free Energy
-2.920
Log(D) at pH=7.4
-28.870
Log(P)
1.19
Log S
-2.3
Log(Vapor Pressure)
-2642772.1
Melting Point
281.77
pKa Acid
-19173.09
pKa Basic
-124.96
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 4 0.7889
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 4 0.7889
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7781
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7781

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