Olean-18-en-3-one - Compound Card

Olean-18-en-3-one

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Olean-18-en-3-one

Structure
Zoomed Structure
  • Family: Plantae - Pteridaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Oleanane Triterpenoid
Canonical Smiles O=C1CC[C@]2(C(C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC[C@@]1(C2CC(C)(C)CC1)C)C)C
InChI InChI=1S/C30H50O/c1-25(2)15-16-27(5)17-18-29(7)20(21(27)19-25)9-10-23-28(6)13-12-24(31)26(3,4)22(28)11-14-30(23,29)8/h20-23H,9-19H2,1-8H3/t20-,21?,22?,23-,27-,28+,29-,30-/m1/s1
InChIKey VMCQTVSSRUGULX-IENLRLFDSA-N
Formula C30H50O
HBA 1
HBD 0
MW 426.73
Rotatable Bonds 0
TPSA 17.07
LogP 8.46
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.97
Exact Mass 426.39
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Adiantum capillus-veneris Pteridaceae Plantae 13818

Showing of synonyms

  • Nakane T, Maeda Y, et al. (2002). Fern constituents: triterpenoids from Adiantum capillus-veneris. Chemical and Pharmaceutical Bulletin,2002,50(9),1273-1275.. [View] [PubMed]
Pubchem: 162861354
Nmrshiftdb2: 70020958

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 426.73 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.75
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.490
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.4

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.100
Plasma Protein Binding
84.63
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
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
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
11.470
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.190
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.650
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.920
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-30.820
Rat (Acute)
2.110
Rat (Chronic Oral)
1.340
Fathead Minnow
4.050
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
417.930
Hydration Free Energy
-3.760
Log(D) at pH=7.4
7.310
Log(P)
7.95
Log S
-6.91
Log(Vapor Pressure)
-7.55
Melting Point
247.11
pKa Acid
12.54
pKa Basic
7.63
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8066
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8066
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7944
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7944
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7588
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7588
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7375
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7375
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7303
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7303

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