(ent)-2-oxokaur-16-en-18,19-diol - Compound Card

(ent)-2-oxokaur-16-en-18,19-diol

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(ent)-2-oxokaur-16-en-18,19-diol

Structure
Zoomed Structure
  • Family: Plantae - Compositae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpene
Canonical Smiles OCC1(CO)CC(=O)C[C@@]2([C@@H]1CC[C@@]13[C@H]2CC[C@H](C3)C(=C)C1)C
InChI InChI=1S/C20H30O3/c1-13-7-19-6-5-17-18(2,16(19)4-3-14(13)8-19)9-15(23)10-20(17,11-21)12-22/h14,16-17,21-22H,1,3-12H2,2H3/t14-,16+,17+,18+,19-/m1/s1
InChIKey IGOMNRZBTQVLBU-VINWQNLFSA-N
Formula C20H30O3
HBA 3
HBD 2
MW 318.46
Rotatable Bonds 2
TPSA 57.53
LogP 3.1
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.85
Exact Mass 318.22
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Psiadia punctulata Compositae Plantae 72969

Showing of synonyms

  • Midiwo JO, Owuor FA, et al. (1997). Diterpenes from the leaf exudate of Psiadia punctulata.. Phytochemistry,1997,45(1),117-120. [View] [PubMed]
Pubchem: 101630422
Nmrshiftdb2: 80000744

No compound-protein relationship available.

Structure

SMILES: C=C(C1)C(C2)CCC(C123)C4C(CC3)CCC(=O)C4

Level: 0

Mol. Weight: 318.46 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.51
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.4
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.68

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.31
Plasma Protein Binding
61.68
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
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
17.34
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.84
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.31
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.97
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
-1.57
Rat (Acute)
2.07
Rat (Chronic Oral)
2.05
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
397.31
Hydration Free Energy
-5.3
Log(D) at pH=7.4
2.31
Log(P)
2.83
Log S
-3.66
Log(Vapor Pressure)
-8.17
Melting Point
185.08
pKa Acid
8.56
pKa Basic
6.28
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8815
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8815
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8138
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8138
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.8077
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.8077
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8032
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8032
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8016
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8016
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7963
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7963
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7951
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7951
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7539
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7539
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7377
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7377
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7148
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7148
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7113
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7113

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