Thapsia transtagana Phenylpropanoid 6 - Compound Card

Thapsia transtagana Phenylpropanoid 6

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Thapsia transtagana Phenylpropanoid 6

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Phenylpropanoid
Canonical Smiles C/C=C(\C(=O)O[C@H](c1cc(OC)c2c(c1)OCO2)[C@@H](OC(=O)C(C(OC(=O)CC(C)C)C)(O)C)C)/C
InChI InChI=1S/C26H36O10/c1-9-15(4)24(28)36-22(18-11-19(31-8)23-20(12-18)32-13-33-23)16(5)34-25(29)26(7,30)17(6)35-21(27)10-14(2)3/h9,11-12,14,16-17,22,30H,10,13H2,1-8H3/b15-9-/t16-,17?,22-,26?/m0/s1
InChIKey DNRWZUNVTTXWNQ-XCVWGVQFSA-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: 162817025
Nmrshiftdb2: 70096248

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)
-4.76
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.6
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.75

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.62
Plasma Protein Binding
67.15
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
10.61
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.91
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.21
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.6
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
-258.28
Rat (Acute)
2.38
Rat (Chronic Oral)
2.0
Fathead Minnow
5.22
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
413.65
Hydration Free Energy
-2.65
Log(D) at pH=7.4
3.44
Log(P)
5.18
Log S
-4.83
Log(Vapor Pressure)
-7.66
Melting Point
57.34
pKa Acid
9.12
pKa Basic
1.36
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 0.9649
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9649
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9010
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9010
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8282
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8282
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8198
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8198
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7963
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7963
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7840
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7840
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7688
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7688
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7673
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7673
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7610
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7610
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7590
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7590
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7569
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7569
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7566
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7566
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7425
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7425
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7300
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7300
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7283
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7283
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7282
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7282
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7256
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7256
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7254
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7254
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7234
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7234
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7223
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7223
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7196
Beta-galactoside-specific lectin 4 Q6ITZ3 ML4_VISAL Viscum album 2 0.7196
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.7196
prolyl oligopeptidase Q9X6R4 Q9X6R4_AERCA Aeromonas caviae 3 0.7196
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7176
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 2 0.7176
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7174
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7174
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.7173
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.7173
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7141
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.7141
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7112
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7112
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7046
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.7046

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