1-acetyltrichilinin - Compound Card

1-acetyltrichilinin

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1-acetyltrichilinin

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Tetranortriterpene
Canonical Smiles CC(=O)O[C@@H]1C[C@H](OC(=O)C)[C@]2([C@@H]3[C@]1(C)[C@@H]1C[C@@H](OC(=O)C)[C@]4(C(=CC[C@H]4c4ccoc4)[C@]1([C@H]([C@H]3OC2)O)C)C)C
InChI InChI=1S/C32H42O9/c1-16(33)39-23-13-25(41-18(3)35)32(7)22-12-24(40-17(2)34)30(5)20(19-10-11-37-14-19)8-9-21(30)31(22,6)28(36)26-27(32)29(23,4)15-38-26/h9-11,14,20,22-28,36H,8,12-13,15H2,1-7H3/t20-,22+,23-,24+,25+,26-,27+,28-,29-,30+,31+,32+/m0/s1
InChIKey SAEWWOQZFBDINP-PXCNVNQFSA-N
Formula C32H42O9
HBA 9
HBD 1
MW 570.68
Rotatable Bonds 4
TPSA 121.5
LogP 4.33
Number Rings 6
Number Aromatic Rings 1
Heavy Atom Count 41
Formal Charge 0
Fraction CSP3 0.72
Exact Mass 570.28
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Melia volkensii Meliaceae Plantae 643111

Showing of synonyms

  • Rajab MS, Bentley MD. (1988). Tetranortriterpenes from Melia volkensii.. Journal of Natural Products,1988,51(5),840-844. [View] [PubMed]
Pubchem: 14164415

No compound-protein relationship available.

Structure

SMILES: c1occc1C(CC2)C(C=23)CCC4C3CC5C6C(CO5)CCCC46

Level: 1

Mol. Weight: 570.68 g/mol

Structure

SMILES: C1CCC(C=12)CCC3C2CC4C5C(CO4)CCCC35

Level: 0

Mol. Weight: 570.68 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 570.68 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.17
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.73
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
1.59

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.78
Plasma Protein Binding
86.32
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
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
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
9.33
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.25
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.19
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
8.3
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
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
-6898.33
Rat (Acute)
4.65
Rat (Chronic Oral)
2.35
Fathead Minnow
20.3
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
346.69
Hydration Free Energy
-2.91
Log(D) at pH=7.4
3.42
Log(P)
3.31
Log S
-5.26
Log(Vapor Pressure)
-11.46
Melting Point
204.47
pKa Acid
7.89
pKa Basic
3.15
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.8585
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.8585
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7936
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7936
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7408
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7408
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7374
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7374
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 2 0.7300
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 2 0.7300
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7275
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7275
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7173
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7173
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7146
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7146

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