Quinovic acid 28-O-beta-D-glucopyranosyl (2→1)beta-D-glucopyranosyl ester - Compound Card

Quinovic acid 28-O-beta-D-glucopyranosyl (2→1)beta-D-glucopyranosyl ester

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Quinovic acid 28-O-beta-D-glucopyranosyl (2→1)beta-D-glucopyranosyl ester

Structure
Zoomed Structure
  • Family: Plantae - Zygophyllaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene Glycoside
Canonical Smiles OC[C@H]1OC(OC(=O)C23CC[C@H]([C@@H](C3C3=CCC4[C@@]([C@@]3(CC2)C(=O)O)(C)CCC2[C@]4(C)CCC(C2(C)C)O)C)C)[C@@H]([C@H]([C@@H]1O)O)OC1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C42H66O15/c1-19-9-14-41(37(53)57-35-33(31(49)29(47)23(18-44)55-35)56-34-32(50)30(48)28(46)22(17-43)54-34)15-16-42(36(51)52)21(27(41)20(19)2)7-8-25-39(5)12-11-26(45)38(3,4)24(39)10-13-40(25,42)6/h7,19-20,22-35,43-50H,8-18H2,1-6H3,(H,51,52)/t19-,20+,22-,23-,24?,25?,26?,27?,28-,29-,30+,31+,32-,33-,34?,35?,39+,40-,41?,42-/m1/s1
InChIKey SAWLKQVRJUTCQT-TWSQEFOFSA-N
Formula C42H66O15
HBA 14
HBD 9
MW 810.98
Rotatable Bonds 7
TPSA 253.13
LogP 1.24
Number Rings 7
Number Aromatic Rings 0
Heavy Atom Count 57
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 810.44
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Zygophyllum album Zygophyllaceae Plantae 90538

Showing of synonyms

  • Hassanean HA, El-Hamouly MMA, et al. (1993). 14-Decarboxyquinovic and quinovic acid glycosides from Zygophyllum album. Phytochemistry,1993,33(3),667-670. [View] [PubMed]
Pubchem: 162920312
Nmrshiftdb2: 70037695

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1OC2C(OCCC2)OC(=O)C34C(CCCC4)C=5C(CC3)C6C(CC5)C7C(CC6)CCCC7

Level: 2

Mol. Weight: 810.98 g/mol

Structure

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

Level: 1

Mol. Weight: 810.98 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 810.98 g/mol

Structure

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

Level: 0

Mol. Weight: 810.98 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 810.98 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.98
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
35.55
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
5490.64

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.01
Plasma Protein Binding
74.66
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
2.81
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-131.39
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.22
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
7.15
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-9966752.96
Rat (Acute)
2.88
Rat (Chronic Oral)
4.39
Fathead Minnow
12587.11
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
1117349.53
Hydration Free Energy
-2.92
Log(D) at pH=7.4
2.05
Log(P)
2.29
Log S
-3.43
Log(Vapor Pressure)
-36672.04
Melting Point
234.29
pKa Acid
-221.03
pKa Basic
6.61

No predicted protein targets found for this compound.

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