3beta-O-beta-D-quinovopyranosy1-quinovic acid (28→1)acid quinovopyranosyl ester - Compound Card

3beta-O-beta-D-quinovopyranosy1-quinovic acid (28→1)acid quinovopyranosyl ester

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3beta-O-beta-D-quinovopyranosy1-quinovic acid (28→1)acid quinovopyranosyl ester

Structure
Zoomed Structure
  • Family: Plantae - Zygophyllaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene Glycoside
Canonical Smiles C[C@H]1OC(OC2CC[C@]3(C(C2(C)C)CC[C@@]2(C3CC=C3[C@]2(CCC2(C3[C@@H](C)[C@H](C)CC2)C(=O)OC2O[C@H](C)[C@H]([C@@H]([C@H]2O)O)O)C(=O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C42H66O13/c1-19-11-16-41(37(51)55-35-33(48)31(46)29(44)22(4)53-35)17-18-42(36(49)50)23(27(41)20(19)2)9-10-25-39(7)14-13-26(38(5,6)24(39)12-15-40(25,42)8)54-34-32(47)30(45)28(43)21(3)52-34/h9,19-22,24-35,43-48H,10-18H2,1-8H3,(H,49,50)/t19-,20+,21-,22-,24?,25?,26?,27?,28-,29-,30+,31+,32-,33-,34?,35?,39+,40-,41?,42-/m1/s1
InChIKey GCTHJJODZWGWQS-XOSGAOPRSA-N
Formula C42H66O13
HBA 12
HBD 7
MW 778.98
Rotatable Bonds 5
TPSA 212.67
LogP 3.29
Number Rings 7
Number Aromatic Rings 0
Heavy Atom Count 55
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 778.45
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Zygophyllum album Zygophyllaceae Plantae 90538

Showing of synonyms

  • Hassanean HA, Desoky EK, et al. (1993). Quinovic acid glycosides from Zygophyllum album. Phytochemistry,1993,33(3),663-666. [View]
Pubchem: 162977448
Nmrshiftdb2: 70052334

No compound-protein relationship available.

Structure

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

Level: 2

Mol. Weight: 778.98 g/mol

Structure

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

Level: 1

Mol. Weight: 778.98 g/mol

Structure

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

Level: 1

Mol. Weight: 778.98 g/mol

Structure

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

Level: 0

Mol. Weight: 778.98 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 778.98 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.81
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
8.7
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
1914.31

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.05
Plasma Protein Binding
94.34
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
4.11
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-48.09
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.14
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
7.89
Micronucleos
Toxic
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
-3479139.88
Rat (Acute)
2.8
Rat (Chronic Oral)
3.83
Fathead Minnow
4398.11
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
388252.27
Hydration Free Energy
-2.92
Log(D) at pH=7.4
3.35
Log(P)
3.45
Log S
-4.32
Log(Vapor Pressure)
-12679.34
Melting Point
283.07
pKa Acid
-53.1
pKa Basic
5.42

No predicted protein targets found for this compound.

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