Tiamenone A - Compound Card

Tiamenone A

Select a section from the left sidebar

Tiamenone A

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Ergostane Steroid
Canonical Smiles OC[C@]1(CC[C@@](O1)(C)[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C=CC2=CC(=O)CC[C@]12C)C(C)C
InChI InChI=1S/C28H42O3/c1-18(2)28(17-29)15-14-27(5,31-28)24-9-8-22-21-7-6-19-16-20(30)10-12-25(19,3)23(21)11-13-26(22,24)4/h6-7,16,18,21-24,29H,8-15,17H2,1-5H3/t21-,22-,23-,24-,25-,26-,27-,28+/m0/s1
InChIKey PVKLWFOZPDMBRI-HABHWETFSA-N
Formula C28H42O3
HBA 3
HBD 1
MW 426.64
Rotatable Bonds 3
TPSA 46.53
LogP 5.87
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.82
Exact Mass 426.31
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Entandrophragma angolense Meliaceae Plantae 587577

Showing of synonyms

  • Happi GM, Wouamba SCN, et al. (2020). Ergostane-type steroids from the Cameroonian 'white tiama' Entandrophragma angolense.. Steroids,2020, 156, 108584. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: O1CCCC1C2CCC(C23)C4C(CC3)C5C(C=C4)=CC(=O)CC5

Level: 1

Mol. Weight: 426.64 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2C=CC=4C3CCC(=O)C4

Level: 0

Mol. Weight: 426.64 g/mol

Structure

SMILES: C1CCOC1

Level: 0

Mol. Weight: 426.64 g/mol

Antiviral

Absorption

Caco-2 (logPapp)
-4.82
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.62
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.27

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.84
Plasma Protein Binding
79.1
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
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
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
12.11
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.05
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.47
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.84
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
Toxic
T. Pyriformis
-64.49
Rat (Acute)
2.11
Rat (Chronic Oral)
1.39
Fathead Minnow
3.92
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
469.11
Hydration Free Energy
-3.08
Log(D) at pH=7.4
5.11
Log(P)
4.96
Log S
-6.5
Log(Vapor Pressure)
-8.02
Melting Point
181.92
pKa Acid
11.31
pKa Basic
6.47
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9647
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9497
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9347
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8121
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8083
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7842
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 4 0.7341
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7200
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7193
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7180
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7165

Download SDF