Alpha-L-rhamnoquinovic acid - Compound Card

Alpha-L-rhamnoquinovic acid

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Alpha-L-rhamnoquinovic acid

Structure
Zoomed Structure
  • Family: Plantae - Rubiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene
Canonical Smiles O[C@H]1OC(OC2CC[C@]3(C(C2(C)C)CC[C@@]2(C3CC=C3[C@]2(CC[C@@]2([C@H]3[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/C35H54O10/c1-17-9-14-34(29(40)41)15-16-35(30(42)43)19(23(34)18(17)2)7-8-21-32(5)12-11-22(31(3,4)20(32)10-13-33(21,35)6)44-28-26(38)24(36)25(37)27(39)45-28/h7,17-18,20-28,36-39H,8-16H2,1-6H3,(H,40,41)(H,42,43)/t17-,18+,20?,21?,22?,23+,24-,25+,26+,27+,28?,32+,33-,34+,35-/m1/s1
InChIKey YLGGCATVIUBSTI-DMPBQUBSSA-N
Formula C35H54O10
HBA 8
HBD 6
MW 634.81
Rotatable Bonds 4
TPSA 173.98
LogP 3.94
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 45
Formal Charge 0
Fraction CSP3 0.89
Exact Mass 634.37
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Nauclea latifolia Rubiaceae Plantae 43573

Showing of synonyms

  • Ngnokam D, Ayafor JF, et al. (2004). Nauclefolinine: a new alkaloid from the roots of nauclea latifolia. Bulletin of The Chemical Society of Ethiopia, 2004,17, 173-176. [View]
Pubchem: 91668494
Nmrshiftdb2: 60081342

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 634.81 g/mol

Structure

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

Level: 0

Mol. Weight: 634.81 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 634.81 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.88
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.26
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
14.71

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.98
Plasma Protein Binding
89.37
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
3.4
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-4.45
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.99
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.78
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
-28067.65
Rat (Acute)
2.43
Rat (Chronic Oral)
3.59
Fathead Minnow
49.46
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
628.17
Hydration Free Energy
-2.92
Log(D) at pH=7.4
0.7
Log(P)
3.52
Log S
-3.95
Log(Vapor Pressure)
-17.19
Melting Point
289.44
pKa Acid
3.86
pKa Basic
7.83

No predicted protein targets found for this compound.

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