Thapsia transtagana Phenylpropanoid 5 - Compound Card

Thapsia transtagana Phenylpropanoid 5

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Thapsia transtagana Phenylpropanoid 5

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Phenylpropanoid
Canonical Smiles COc1cc(cc2c1OCO2)[C@H]([C@@H](OC(=O)C(C(OC(=O)CC(C)C)C)(O)C)C)OC(=O)C=C(C)C
InChI InChI=1S/C26H36O10/c1-14(2)9-21(27)35-17(6)26(7,30)25(29)34-16(5)23(36-22(28)10-15(3)4)18-11-19(31-8)24-20(12-18)32-13-33-24/h10-12,14,16-17,23,30H,9,13H2,1-8H3/t16-,17?,23-,26?/m0/s1
InChIKey UJFYZHQLKUOKLR-FZRQRWPGSA-N
Formula C26H36O10
HBA 10
HBD 1
MW 508.56
Rotatable Bonds 11
TPSA 126.82
LogP 3.63
Number Rings 2
Number Aromatic Rings 1
Heavy Atom Count 36
Formal Charge 0
Fraction CSP3 0.58
Exact Mass 508.23
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Thapsia transtagana Apiaceae Plantae 512634

Showing of synonyms

  • Saouf A, Guerra FM, et al. (2006). Phenylpropanoids from Thapsia transtagana. Phytochemistry,2006,67(8),800-804. [View] [PubMed]
Pubchem: 162943627

No compound-protein relationship available.

Structure

SMILES: O1COc(c12)cccc2

Level: 0

Mol. Weight: 508.56 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.78
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.590
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-3.0

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.580
Plasma Protein Binding
63.08
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
10.960
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.880
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.250
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.880
Micronucleos
Toxic
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
-224.390
Rat (Acute)
2.420
Rat (Chronic Oral)
2.180
Fathead Minnow
5.200
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
410.820
Hydration Free Energy
-2.550
Log(D) at pH=7.4
3.590
Log(P)
5.02
Log S
-4.93
Log(Vapor Pressure)
-7.69
Melting Point
71.68
pKa Acid
9.36
pKa Basic
1.63
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9748
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9748
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9222
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9222
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9041
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9041
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8972
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8972
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8574
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8574
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8490
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8490
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8322
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8322
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8302
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.8302
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8244
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8244
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8152
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8152
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8076
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8076
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.7944
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.7944
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7927
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7927
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7868
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7868
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7808
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7808
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7787
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7787
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7716
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7716
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7674
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7674
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7635
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7635
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7597
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7597
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7554
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7554
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7498
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7498
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7438
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7438
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7399
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7399
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7380
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7380
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7356
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7356
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7327
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7327
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7325
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7325
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7298
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7298
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7292
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7292
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7285
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7285
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7266
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7266
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7264
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7264
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7257
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7257
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7195
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7195
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7181
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7181
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7151
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7151
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7144
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7144
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7103
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7103
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7094
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7094
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7089
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7089
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7062
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7062
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7042
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7042
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7040
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7040
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7015
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7015

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