Trichadonic acid - Compound Card

Trichadonic acid

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Trichadonic acid

Structure
Zoomed Structure
  • Family: Plantae - Guttiferae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Pentacyclic Triterpenoid
Canonical Smiles O=C1CCC2C(C1C)(C)CCC1C2(C)CCC2(C1(CCC1(C2CC(C)(C)CC1)C)C(=O)O)C
InChI InChI=1S/C30H48O3/c1-19-20(31)8-9-21-27(19,5)11-10-22-28(21,6)15-16-29(7)23-18-25(2,3)12-13-26(23,4)14-17-30(22,29)24(32)33/h19,21-23H,8-18H2,1-7H3,(H,32,33)
InChIKey BCVRNIRTFTXGFU-UHFFFAOYSA-N
Formula C30H48O3
HBA 2
HBD 1
MW 456.71
Rotatable Bonds 1
TPSA 54.37
LogP 7.52
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 456.36
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Hypericum roeperianum Guttiferae Plantae —

Showing of synonyms

  • Guefack MF, Damen F, et al. (2020). Cytotoxic Constituents of the Bark of Hypericum roeperianum towards Multidrug-Resistant Cancer Cells.. Evidence-based complementary and alternative medicine : eCAM,2020, 2020, 4314807. [View] [PubMed]
Pubchem: 627707
Nmrshiftdb2: 70096633
CPRiL: 84577
Structure

SMILES: C1CC(=O)CC(CC2)C1C3CCC(C4C23)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 456.71 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.07
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.880
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.02

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.100
Plasma Protein Binding
38.07
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
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
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
3.180
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.640
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.390
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
2.620
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
Toxic
T. Pyriformis
-75.620
Rat (Acute)
2.360
Rat (Chronic Oral)
0.900
Fathead Minnow
4.050
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
431.590
Hydration Free Energy
-2.840
Log(D) at pH=7.4
5.160
Log(P)
6.19
Log S
-6.19
Log(Vapor Pressure)
-9.24
Melting Point
299.62
pKa Acid
6.13
pKa Basic
8.49

No predicted protein targets found for this compound.

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