Omphalocarpoidone - Compound Card

Omphalocarpoidone

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Omphalocarpoidone

Structure
Zoomed Structure
  • Family: Plantae - Sapotaceae
  • Kingdom: Plantae
  • Class: Steroid
    • Subclass: Phytosterol
Canonical Smiles CC(=O)O[C@H]1O[C@]2(C[C@@H]1[C@H]1CC[C@@]3([C@]1(C)CCC1=C3CC[C@@H]3[C@]1(C)CCC(=O)C3(C)C)C)C=C(C(=O)O2)C
InChI InChI=1S/C32H44O6/c1-18-16-32(37-26(18)35)17-20(27(38-32)36-19(2)33)21-10-14-31(7)23-8-9-24-28(3,4)25(34)12-13-29(24,5)22(23)11-15-30(21,31)6/h16,20-21,24,27H,8-15,17H2,1-7H3/t20-,21-,24+,27+,29-,30-,31+,32+/m1/s1
InChIKey BONUUNVHRUYPDW-SRJRLFRFSA-N
Formula C32H44O6
HBA 6
HBD 0
MW 524.7
Rotatable Bonds 2
TPSA 78.9
LogP 6.43
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 38
Formal Charge 0
Fraction CSP3 0.78
Exact Mass 524.31
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Tridesmostemon omphalocarpoides Sapotaceae Plantae 2709045

Showing of synonyms

  • Fru C, Sandjo L, et al. (2013). Omphalocarpoidone, a new lanostane-type furano-spiro-γ-lactone from the wood of Tridesmostemon omphalocarpoides Engl. (Sapotaceae). Phytochemistry Letters, 2013, 6(4), 676-680. [View]
Pubchem: 163023604

No compound-protein relationship available.

Structure

SMILES: O=C(O1)C=CC12CC(CO2)C3CCC(C34)C5=C(CC4)C6C(CC5)CC(=O)CC6

Level: 1

Mol. Weight: 524.7 g/mol

Structure

SMILES: C1CCC(C12)CCC3=C2CCC4C3CCC(=O)C4

Level: 0

Mol. Weight: 524.7 g/mol

Structure

SMILES: O=C(O1)C=CC12CCCO2

Level: 0

Mol. Weight: 524.7 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.9
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.67
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.23

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.79
Plasma Protein Binding
91.31
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
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
Non-Inhibitor

Excretion

Clearance
8.57
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.66
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.17
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
7.49
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
-1474.34
Rat (Acute)
1.85
Rat (Chronic Oral)
1.89
Fathead Minnow
7.51
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
467.09
Hydration Free Energy
-2.82
Log(D) at pH=7.4
5.15
Log(P)
5.35
Log S
-6.17
Log(Vapor Pressure)
-7.83
Melting Point
223.06
pKa Acid
9.92
pKa Basic
3.8
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8663
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.8144
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7978
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7849
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7437
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7362
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7270
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.7206

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