Ent-7-oxo-16alpha-17-dihydroxykauran-19-oic acid - Compound Card

Ent-7-oxo-16alpha-17-dihydroxykauran-19-oic acid

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Ent-7-oxo-16alpha-17-dihydroxykauran-19-oic acid

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpene
Canonical Smiles OC[C@@]1(O)C[C@]23C[C@H]1CC[C@H]2[C@]1([C@H](CC3=O)[C@@](C)(CCC1)C(=O)O)C
InChI InChI=1S/C20H30O5/c1-17-6-3-7-18(2,16(23)24)14(17)8-15(22)19-9-12(4-5-13(17)19)20(25,10-19)11-21/h12-14,21,25H,3-11H2,1-2H3,(H,23,24)/t12-,13+,14+,17+,18-,19-,20+/m1/s1
InChIKey VRIMVJLJGZEEBA-ZXHHNCQOSA-N
Formula C20H30O5
HBA 4
HBD 3
MW 350.46
Rotatable Bonds 2
TPSA 94.83
LogP 2.39
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 25
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 350.21
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Senecio erechtitoides Asteraceae Plantae 18794

Showing of synonyms

  • Ndom J, Mbafor J, et al. (2010). New alkamide and ent-kaurane diterpenoid derivatives from Senecio erechtitoides (Asteraceae).. Phytochemistry Letters, 2010, 3(4), 201-206. [View]
Pubchem: 162866195

No compound-protein relationship available.

Structure

SMILES: C1CC(C2)CCC(C123)C4C(CC3=O)CCCC4

Level: 0

Mol. Weight: 350.46 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.95
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.73
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.92

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.87
Plasma Protein Binding
76.9
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
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
4.31
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.31
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.14
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.43
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
-4.1
Rat (Acute)
2.22
Rat (Chronic Oral)
2.35
Fathead Minnow
3.93
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
432.44
Hydration Free Energy
-6.99
Log(D) at pH=7.4
0.25
Log(P)
2.15
Log S
-3.1
Log(Vapor Pressure)
-9.42
Melting Point
214.75
pKa Acid
3.89
pKa Basic
7.97
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8017
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.7813
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7413
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7314
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.7209
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7014

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