Ent-8 alpha,14alpha-epoxyabieta-11,13(15)-dien-16,12-olide - Compound Card

Ent-8 alpha,14alpha-epoxyabieta-11,13(15)-dien-16,12-olide

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Ent-8 alpha,14alpha-epoxyabieta-11,13(15)-dien-16,12-olide

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles C[C@@H]1CC[C@@]2([C@@H](C1)CCC13[C@H]2C=C2OC(=O)C(=C2C3O1)C)C
InChI InChI=1S/C19H24O3/c1-10-4-6-18(3)12(8-10)5-7-19-14(18)9-13-15(16(19)22-19)11(2)17(20)21-13/h9-10,12,14,16H,4-8H2,1-3H3/t10-,12-,14+,16?,18-,19?/m1/s1
InChIKey XLXHGROHDWBKGZ-CYMWXXARSA-N
Formula C19H24O3
HBA 3
HBD 0
MW 300.4
Rotatable Bonds 0
TPSA 38.83
LogP 3.75
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.74
Exact Mass 300.17
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia guyoniana Euphorbiaceae Plantae 1138347

Showing of synonyms

  • Haba H, Lavaud C, et al. (2007). Diterpenoids and triterpenoids from Euphorbia guyoniana. Phytochemistry,2007,68,1255-1260. [View] [PubMed]
Pubchem: 162880774
Nmrshiftdb2: 60062719

No compound-protein relationship available.

Structure

SMILES: C123C(O3)C=4C(OC(=O)C4)=CC1C5C(CC2)CCCC5

Level: 0

Mol. Weight: 300.4 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.06
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.52
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.76

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.37
Plasma Protein Binding
30.46
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
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
19.02
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.27
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.13
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.33
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
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
-0.32
Rat (Acute)
1.79
Rat (Chronic Oral)
1.52
Fathead Minnow
3.95
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
379.79
Hydration Free Energy
-3.05
Log(D) at pH=7.4
4.64
Log(P)
3.74
Log S
-4.55
Log(Vapor Pressure)
-4.98
Melting Point
97.83
pKa Acid
6.29
pKa Basic
6.56
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8221
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8221
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.8031
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.8031
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7753
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7753
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7741
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7741
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7543
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7543
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7313
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7313
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7189
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7189
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7096
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7096

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