24-oxo-29-norcycloartanyl-2′E,4′Z-hexadecadienoate - Compound Card

24-oxo-29-norcycloartanyl-2′E,4′Z-hexadecadienoate

Select a section from the left sidebar

24-oxo-29-norcycloartanyl-2′E,4′Z-hexadecadienoate

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Tetracyclic Triterpene
Canonical Smiles CCCCCCCCCCC/C=C\C=C\C(=O)O[C@H]1CC[C@]23C([C@@H]1C)CCC1[C@@]3(C2)CC[C@]2([C@@]1(C)CC[C@@H]2[C@@H](CCC(=O)C(C)C)C)C
InChI InChI=1S/C45H74O3/c1-8-9-10-11-12-13-14-15-16-17-18-19-20-21-41(47)48-39-27-29-44-32-45(44)31-30-42(6)36(34(4)22-24-38(46)33(2)3)26-28-43(42,7)40(45)25-23-37(44)35(39)5/h18-21,33-37,39-40H,8-17,22-32H2,1-7H3/b19-18-,21-20+/t34-,35+,36-,37?,39+,40?,42-,43+,44-,45+/m1/s1
InChIKey QAKFYPQDDPVUGA-FYQDCGLSSA-N
Formula C45H74O3
HBA 3
HBD 0
MW 663.08
Rotatable Bonds 18
TPSA 43.37
LogP 12.62
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 48
Formal Charge 0
Fraction CSP3 0.87
Exact Mass 662.56
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: 663.08 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.7
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.91
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
117.37

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.73
Plasma Protein Binding
107.2
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
1.28
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.74
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.56
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.99
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
-219102.47
Rat (Acute)
2.69
Rat (Chronic Oral)
2.46
Fathead Minnow
288.74
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
22707.06
Hydration Free Energy
-2.92
Log(D) at pH=7.4
9.27
Log(P)
13.18
Log S
-6.87
Log(Vapor Pressure)
-707.34
Melting Point
109.2
pKa Acid
10.91
pKa Basic
5.09
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9273
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.9152
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.8937
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.8845
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8838
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8681
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8676
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8655
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8513
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8438
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8298
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8283
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8016
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8010
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.7974
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7908
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7812
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7729
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7712
Nuclear receptor ROR-alpha P35398 RORA_HUMAN Homo sapiens 5 0.7643
Jasmonoyl--L-amino acid synthetase JAR1 Q9SKE2 JAR1_ARATH Arabidopsis thaliana 3 0.7637
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7607
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7597
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7432
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7411
Japanin M1MR49 M1MR49_RHIAP Rhipicephalus appendiculatus 5 0.7348
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7310
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7271
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7247
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7227
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7104
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7097
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7073

Download SDF