Cycloartenyl-2′E,4′Z-decadienoate - Compound Card

Cycloartenyl-2′E,4′Z-decadienoate

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Cycloartenyl-2′E,4′Z-decadienoate

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Tetracyclic Triterpene
Canonical Smiles CCCCC/C=C\C=C\C(=O)O[C@H]1CC[C@]23C([C@@]1(C)CC)CCC1[C@@]3(C2)CC[C@]2([C@@]1(C)CC[C@@H]2[C@@H](CCC=C(C)C)C)C
InChI InChI=1S/C41H66O2/c1-9-11-12-13-14-15-16-20-36(42)43-35-24-26-40-29-41(40)28-27-38(7)32(31(5)19-17-18-30(3)4)23-25-39(38,8)34(41)22-21-33(40)37(35,6)10-2/h14-16,18,20,31-35H,9-13,17,19,21-29H2,1-8H3/b15-14-,20-16+/t31-,32-,33?,34?,35+,37-,38-,39+,40-,41+/m1/s1
InChIKey QHZWHAVYIJVIRM-HIHQHYBFSA-N
Formula C41H66O2
HBA 2
HBD 0
MW 590.98
Rotatable Bonds 12
TPSA 26.3
LogP 11.8
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 43
Formal Charge 0
Fraction CSP3 0.83
Exact Mass 590.51
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia pterococca Euphorbiaceae Plantae 1087778

Showing of synonyms

  • Benabdelaziz I, Gómez-Ruiz S, et al. (2018). New cycloartane-type ester triterpenes from Euphorbia pterococca and biological evaluation. Fitoterapia, 2018, 127, 271-278. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C1(C234)C2)CCC3C5C(CC4)CCC5

Level: 0

Mol. Weight: 590.98 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.76
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.78
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
6.82

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.67
Plasma Protein Binding
102.92
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
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
Inhibitor

Excretion

Clearance
0.65
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.19
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.21
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
7.79
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Toxic
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-18240.8
Rat (Acute)
2.46
Rat (Chronic Oral)
2.22
Fathead Minnow
42.56
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
552.66
Hydration Free Energy
-2.92
Log(D) at pH=7.4
9.13
Log(P)
12.74
Log S
-7.49
Log(Vapor Pressure)
-11.51
Melting Point
130.75
pKa Acid
13.33
pKa Basic
6.13
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8967
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8626
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8445
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8059
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7845
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7809
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7676
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7654
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7637
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7310
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7296
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7149
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7063
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7057
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7031
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7029
Nuclear receptor ROR-alpha P35398 RORA_HUMAN Homo sapiens 5 0.7016
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7003

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