Cyphostemmic acid A - Compound Card

Cyphostemmic acid A

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Cyphostemmic acid A

Structure
Zoomed Structure
  • Family: Plantae - Vitaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene
Canonical Smiles OC[C@H]1[C@H](O)C(C2[C@@]1(C)C1CCC3[C@]([C@@]1(CC2)C)(CC[C@@]1(C3[C@@H](CC1)C(=C)C)C(=O)O)C(=O)O)(C)C
InChI InChI=1S/C30H46O6/c1-16(2)17-9-12-29(24(33)34)13-14-30(25(35)36)18(22(17)29)7-8-21-27(30,5)11-10-20-26(3,4)23(32)19(15-31)28(20,21)6/h17-23,31-32H,1,7-15H2,2-6H3,(H,33,34)(H,35,36)/t17-,18?,19-,20?,21?,22?,23-,27+,28-,29-,30+/m0/s1
InChIKey GMTUIXULRXNDLD-XLNLRPTNSA-N
Formula C30H46O6
HBA 4
HBD 4
MW 502.69
Rotatable Bonds 4
TPSA 115.06
LogP 4.98
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 36
Formal Charge 0
Fraction CSP3 0.87
Exact Mass 502.33
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Cyphostemma adenocaule Vitaceae Plantae 1236437

Showing of synonyms

  • Chouna JR, Nardella F, et al. (2016). Ceanothane-type triterpenoids from Cyphostemma adenocaule.. Archives of pharmacal research,2016. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C5C(CCC5)CCC34

Level: 0

Mol. Weight: 502.69 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.58
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.270
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.65

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.220
Plasma Protein Binding
81.21
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
2.460
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.630
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.430
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
2.840
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
-429.540
Rat (Acute)
2.350
Rat (Chronic Oral)
2.770
Fathead Minnow
3.930
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
486.340
Hydration Free Energy
-3.040
Log(D) at pH=7.4
0.890
Log(P)
3.63
Log S
-4.78
Log(Vapor Pressure)
-12.46
Melting Point
293.44
pKa Acid
4.46
pKa Basic
8.23
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8005
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 3 0.7851
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7614
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7219
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7176
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7127
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7055
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7021

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