Tirucalla-7,24-dien-3beta-yl-2'E,4'E-decadienoate - Compound Card

Tirucalla-7,24-dien-3beta-yl-2'E,4'E-decadienoate

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Tirucalla-7,24-dien-3beta-yl-2'E,4'E-decadienoate

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles CCCCC/C=C/C=C/C(=O)OC1CC[C@]2([C@H](C1(C)C)CC=C1[C@@H]2CC[C@@]2([C@]1(C)CC[C@H]2C(=C)CCCC(C)C)C)C
InChI InChI=1S/C40H64O2/c1-10-11-12-13-14-15-16-20-36(41)42-35-25-26-38(7)32-24-28-39(8)31(30(4)19-17-18-29(2)3)23-27-40(39,9)33(32)21-22-34(38)37(35,5)6/h14-16,20-21,29,31-32,34-35H,4,10-13,17-19,22-28H2,1-3,5-9H3/b15-14+,20-16+/t31-,32-,34-,35?,38+,39-,40+/m0/s1
InChIKey RTXWYUYEBVPIEO-WNVFZZPNSA-N
Formula C40H64O2
HBA 2
HBD 0
MW 576.95
Rotatable Bonds 12
TPSA 26.3
LogP 11.58
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 42
Formal Charge 0
Fraction CSP3 0.78
Exact Mass 576.49
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia retusa Euphorbiaceae Plantae 1091645

Showing of synonyms

  • Haba H, Lavaud C, et al. (2009). Diterpenoids and triterpenoids from Euphorbia retusa. Journal of Natural Products,2009,72(7),1258-1264. [View] [PubMed]
Pubchem: 162817245
Nmrshiftdb2: 60062711

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2=CCC4C3CCCC4

Level: 0

Mol. Weight: 576.95 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.76
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.84
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
0.61

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.56
Plasma Protein Binding
109.16
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
1.32
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.98
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.45
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
7.52
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
Toxic
T. Pyriformis
-6620.51
Rat (Acute)
2.73
Rat (Chronic Oral)
2.03
Fathead Minnow
22.03
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
344.97
Hydration Free Energy
-2.84
Log(D) at pH=7.4
8.98
Log(P)
13.38
Log S
-7.31
Log(Vapor Pressure)
-13.54
Melting Point
92.05
pKa Acid
13.15
pKa Basic
5.18
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.9094
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.9094
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.9074
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.9074
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8931
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8931
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8690
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8690
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8668
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8668
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8630
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8630
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8440
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8440
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8295
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8295
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8112
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8112
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8030
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8030
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8023
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8023
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7936
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7936
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7897
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7897
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7801
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7801
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7775
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7775
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7723
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7723
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7667
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7667
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7651
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7651
Nuclear receptor ROR-alpha P35398 RORA_HUMAN Homo sapiens 4 0.7643
Nuclear receptor ROR-alpha P35398 RORA_HUMAN Homo sapiens 4 0.7643
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7636
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7636
Methyl-branched lipid omega-hydroxylase P9WPP3 CP124_MYCTU Mycobacterium tuberculosis 3 0.7596
Methyl-branched lipid omega-hydroxylase P9WPP3 CP124_MYCTU Mycobacterium tuberculosis 3 0.7596
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7580
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7580
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7579
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7579
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7577
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7577
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7494
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7494
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7484
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7484
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7460
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7460
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7405
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7405
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7402
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7402
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7374
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7374
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7306
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7306
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7249
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7249
Hemolymph juvenile hormone binding protein Q9U556 Q9U556_BOMMO Bombyx mori 3 0.7237
Hemolymph juvenile hormone binding protein Q9U556 Q9U556_BOMMO Bombyx mori 3 0.7237
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7159
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7159
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7128
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7128
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7109
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7109
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7092
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7092
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7061
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7061
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7054
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7054
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7047
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7047

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