11,16-epoxy-ent-abieta-8,11,15-triene-13,14-dione - Compound Card

11,16-epoxy-ent-abieta-8,11,15-triene-13,14-dione

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11,16-epoxy-ent-abieta-8,11,15-triene-13,14-dione

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Ent-Abietane Diterpenoid
Canonical Smiles O=C1C2=C(c3c(C1=O)c(C)co3)[C@]1([C@H](CC2)C(C)(C)CCC1)C
InChI InChI=1S/C20H24O3/c1-11-10-23-18-14(11)17(22)16(21)12-6-7-13-19(2,3)8-5-9-20(13,4)15(12)18/h10,13H,5-9H2,1-4H3/t13-,20-/m1/s1
InChIKey AGNCAZXZPUDAFT-ZUOKHONESA-N
Formula C20H24O3
HBA 3
HBD 0
MW 312.41
Rotatable Bonds 0
TPSA 47.28
LogP 4.73
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.6
Exact Mass 312.17
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. (2009). Ent-abietane diterpenoids from Euphorbia guyoniana Boiss. & Reut.. Biochemical Systematics and Ecology,2009,37,504-508. [View]
Pubchem: 162993790
Nmrshiftdb2: 70106251

No compound-protein relationship available.

Structure

SMILES: c1coc(c12)C3=C(C(=O)C2=O)CCC4C3CCCC4

Level: 0

Mol. Weight: 312.41 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.64
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.560
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.83

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.580
Plasma Protein Binding
79.64
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
11.980
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.140
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.140
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.840
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
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
3.110
Rat (Acute)
2.300
Rat (Chronic Oral)
2.360
Fathead Minnow
4.330
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
390.090
Hydration Free Energy
-5.510
Log(D) at pH=7.4
4.540
Log(P)
5.21
Log S
-5.25
Log(Vapor Pressure)
-7.09
Melting Point
191.96
pKa Acid
6.94
pKa Basic
3.94
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.8302
2,7-dihydroxy-5-methyl-1-naphthoate 7-O-methyltransferase Q84HC8 NCSB1_STRCZ Streptomyces carzinostaticus 3 0.8302
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7380
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7380
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7227
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7227
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7024
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7024

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