Quinovic acid-3-beta-O-glucopyranosyl(2→1)rhamnopyranoside - Compound Card

Quinovic acid-3-beta-O-glucopyranosyl(2→1)rhamnopyranoside

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Quinovic acid-3-beta-O-glucopyranosyl(2→1)rhamnopyranoside

Structure
Zoomed Structure
  • Family: Plantae - Zygophyllaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene Glycoside
Canonical Smiles OC[C@H]1OC(O[C@H]2[C@@H](O[C@H]([C@@H]([C@H]2O)O)C)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)O)C(=O)O)C)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI InChI=1S/C42H66O14/c1-19-10-15-41(36(49)50)16-17-42(37(51)52)22(27(41)20(19)2)8-9-25-39(6)13-12-26(38(4,5)24(39)11-14-40(25,42)7)55-35-33(31(47)28(44)21(3)53-35)56-34-32(48)30(46)29(45)23(18-43)54-34/h8,19-21,23-35,43-48H,9-18H2,1-7H3,(H,49,50)(H,51,52)/t19-,20+,21+,23-,24?,25?,26?,27?,28+,29-,30+,31-,32-,33-,34?,35+,39+,40-,41?,42-/m1/s1
InChIKey GMMUPHWUGJVKQM-LZTCGYOLSA-N
Formula C42H66O14
HBA 12
HBD 8
MW 794.98
Rotatable Bonds 7
TPSA 232.9
LogP 2.83
Number Rings 7
Number Aromatic Rings 0
Heavy Atom Count 56
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 794.45
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: 162969657
Nmrshiftdb2: 70037693

No compound-protein relationship available.

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CC(CC5)OC(OCCC6)C6OC7CCCCO7

Level: 2

Mol. Weight: 794.98 g/mol

Structure

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

Level: 1

Mol. Weight: 794.98 g/mol

Structure

SMILES: C1OCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 794.98 g/mol

Structure

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

Level: 0

Mol. Weight: 794.98 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 794.98 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.19
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
17.92
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
3183.77

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.95
Plasma Protein Binding
82.56
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
3.01
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-79.17
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.3
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.94
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
-5778192.17
Rat (Acute)
2.62
Rat (Chronic Oral)
4.06
Fathead Minnow
7298.48
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
646282.15
Hydration Free Energy
-2.92
Log(D) at pH=7.4
0.7
Log(P)
3.65
Log S
-3.26
Log(Vapor Pressure)
-21171.39
Melting Point
254.49
pKa Acid
-116.97
pKa Basic
7.79
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7607
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7607
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7424
beta-glucosidase Q92AS9 Q92AS9_LISIN Listeria innocua serovar 6a 3 0.7424

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