2alpha, 3alpha, 24-trihydroxyolean-11,13(18)-dien-28-oic acid - Compound Card

2alpha, 3alpha, 24-trihydroxyolean-11,13(18)-dien-28-oic acid

Select a section from the left sidebar

2alpha, 3alpha, 24-trihydroxyolean-11,13(18)-dien-28-oic acid

Structure
Zoomed Structure
  • Family: Plantae - Combretaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Pentacyclic Triterpene
Canonical Smiles OC[C@@]1(C)[C@H](O)[C@H](O)C[C@]2(C1CC[C@@]1(C2C=CC2=C3[C@@](CC[C@@]12C)(CCC(C3)(C)C)C(=O)O)C)C
InChI InChI=1S/C30H46O5/c1-25(2)11-13-30(24(34)35)14-12-28(5)18(19(30)15-25)7-8-22-26(3)16-20(32)23(33)27(4,17-31)21(26)9-10-29(22,28)6/h7-8,20-23,31-33H,9-17H2,1-6H3,(H,34,35)/t20-,21?,22?,23-,26+,27-,28-,29-,30+/m1/s1
InChIKey LWXQQLXCKYQUCV-YJHFVWDCSA-N
Formula C30H46O5
HBA 4
HBD 4
MW 486.69
Rotatable Bonds 2
TPSA 97.99
LogP 5.1
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.83
Exact Mass 486.33
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Terminalia mantaly Combretaceae Plantae 578553

Showing of synonyms

  • Tchuente Tchuenmogne MA, Kammalac TN, et al. (2017). Compounds from Terminalia mantaly L. (Combretaceae) Stem Bark Exhibit Potent Inhibition against Some Pathogenic Yeasts and Enzymes of Metabolic Significance. Medicines (Basel). 2017, 4(1), 6. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C1=C23)CCC3C4C(C=C2)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 486.69 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.47
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.93
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.92

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.39
Plasma Protein Binding
86.65
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
2.88
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.99
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.98
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.86
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
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
-203.97
Rat (Acute)
2.63
Rat (Chronic Oral)
2.98
Fathead Minnow
4.0
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
471.75
Hydration Free Energy
-3.22
Log(D) at pH=7.4
3.27
Log(P)
4.35
Log S
-4.77
Log(Vapor Pressure)
-10.42
Melting Point
262.61
pKa Acid
4.93
pKa Basic
7.66
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7477

Download SDF