1-tigloyltrichilinin - Compound Card

1-tigloyltrichilinin

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1-tigloyltrichilinin

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Tetranortriterpene
Canonical Smiles C/C=C(/C(=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)[C@H]([C@H]3OC2)O)C)C)\C
InChI InChI=1S/C35H46O9/c1-9-18(2)31(39)44-27-15-25(42-19(3)36)32(5)17-41-28-29(32)35(27,8)24-14-26(43-20(4)37)33(6)22(21-12-13-40-16-21)10-11-23(33)34(24,7)30(28)38/h9,11-13,16,22,24-30,38H,10,14-15,17H2,1-8H3/b18-9+/t22-,24+,25-,26+,27+,28-,29+,30-,32-,33+,34+,35+/m0/s1
InChIKey BWZFKQGYVOURJC-HUVGLHSCSA-N
Formula C35H46O9
HBA 9
HBD 1
MW 610.74
Rotatable Bonds 5
TPSA 121.5
LogP 5.27
Number Rings 6
Number Aromatic Rings 1
Heavy Atom Count 44
Formal Charge 0
Fraction CSP3 0.69
Exact Mass 610.31
Number of Lipinski Rule Violations 2
# 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: 14164412

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 610.74 g/mol

Structure

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

Level: 0

Mol. Weight: 610.74 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 610.74 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.08
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.74
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
14.33

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.94
Plasma Protein Binding
94.18
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
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
9.32
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.05
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.27
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
7.67
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
-29560.57
Rat (Acute)
4.36
Rat (Chronic Oral)
2.26
Fathead Minnow
57.06
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
509.26
Hydration Free Energy
-2.92
Log(D) at pH=7.4
4.32
Log(P)
5.18
Log S
-5.92
Log(Vapor Pressure)
-14.33
Melting Point
185.98
pKa Acid
8.58
pKa Basic
3.69
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 0.8710
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.8710
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.8234
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.8234
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7799
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7799
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7664
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7664
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 2 0.7606
17-beta-hydroxysteroid dehydrogenase 14 Q9BPX1 DHB14_HUMAN Homo sapiens 2 0.7606
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7558
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7558
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7350
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7350
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7206
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7206
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7144
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7144
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7144
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7144
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7113
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7113
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7023
D-alanyl-D-alanine carboxypeptidase P15555 DAC_STRSR Streptomyces sp 2 0.7023

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