Ent-7alpha,18-diacetoxykaur-16-en-3-one - Compound Card

Ent-7alpha,18-diacetoxykaur-16-en-3-one

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Ent-7alpha,18-diacetoxykaur-16-en-3-one

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles CC(=O)O[C@H]1CC2[C@@](C)(COC(=O)C)C(=O)CC[C@]2(C2[C@]31CC(=C)[C@@H](C3)CC2)C
InChI InChI=1S/C24H34O5/c1-14-11-24-12-17(14)6-7-18(24)22(4)9-8-20(27)23(5,13-28-15(2)25)19(22)10-21(24)29-16(3)26/h17-19,21H,1,6-13H2,2-5H3/t17-,18?,19?,21+,22+,23-,24+/m1/s1
InChIKey AHEXATSOWXDZSD-BOCHQVGTSA-N
Formula C24H34O5
HBA 5
HBD 0
MW 402.53
Rotatable Bonds 3
TPSA 69.67
LogP 4.24
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 29
Formal Charge 0
Fraction CSP3 0.79
Exact Mass 402.24
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Sideritis moorei Lamiaceae Plantae 3394641

Showing of synonyms

  • Ghoumari H, Benajiba MH, et al. (2005). ent-Kauranoid derivatives from Sideritis moorei. Phytochemistry,2005,66(12),1492-1498. [View] [PubMed]
Pubchem: 162823992
Nmrshiftdb2: 70041775

No compound-protein relationship available.

Structure

SMILES: C=C(C1)C(C2)CCC(C123)C4C(CC3)CC(=O)CC4

Level: 0

Mol. Weight: 402.53 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.55
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.65
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.34

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.26
Plasma Protein Binding
71.8
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
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
11.63
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.13
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.02
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.44
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
Safe
T. Pyriformis
-16.11
Rat (Acute)
2.33
Rat (Chronic Oral)
1.75
Fathead Minnow
3.92
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
429.56
Hydration Free Energy
-4.27
Log(D) at pH=7.4
3.17
Log(P)
3.45
Log S
-4.88
Log(Vapor Pressure)
-7.03
Melting Point
137.27
pKa Acid
9.71
pKa Basic
5.49
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.9043
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.9043
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8473
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8473
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8345
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8345
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7890
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7890
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7828
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7828
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7691
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7691
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7681
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7681
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7670
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7670
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7517
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7517
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7468
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7468
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7320
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7320

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