Parietinic acid methyl ester - Compound Card

Parietinic acid methyl ester

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Parietinic acid methyl ester

Structure
Zoomed Structure
  • Family: Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Anthraquinone
Canonical Smiles COc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)cc(c1)C(=O)OC
InChI InChI=1S/C17H12O7/c1-23-8-5-10-14(12(19)6-8)16(21)13-9(15(10)20)3-7(4-11(13)18)17(22)24-2/h3-6,18-19H,1-2H3
InChIKey YFEGHBNSSFERHC-UHFFFAOYSA-N
Formula C17H12O7
HBA 7
HBD 2
MW 328.28
Rotatable Bonds 2
TPSA 110.13
LogP 1.67
Number Rings 3
Number Aromatic Rings 2
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.12
Exact Mass 328.06
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Senna didymobotrya Leguminosae/Fabaceae Plantae 72401

Showing of synonyms

  • Alemayehu G, Abegaz B, et al. (1989). Quinones of Senna Didymobotrya.. Bulletin of the Chemical Society of Ethiopia,1989,3(1),37-40. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)C(=O)c3c(C2=O)cccc3

Level: 0

Mol. Weight: 208.22 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.67
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.670
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.35

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.800
Plasma Protein Binding
52.83
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.950
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Safe
Bioconcentration Factor
1.210
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.160
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.890
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
3.860
Rat (Acute)
2.420
Rat (Chronic Oral)
3.280
Fathead Minnow
4.400
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
448.930
Hydration Free Energy
-9.250
Log(D) at pH=7.4
3.340
Log(P)
3.83
Log S
-6.83
Log(Vapor Pressure)
-7.46
Melting Point
216.37
pKa Acid
6.89
pKa Basic
2.39
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9309
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 4 0.9309
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9232
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.9232
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9225
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9225
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9199
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9199
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9184
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9184
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9182
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9182
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9180
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.9180
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.9161
NADPH dehydrogenase 1 Q02899 OYE1_SACPS Saccharomyces pastorianus 3 0.9161
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9099
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.9099
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.9021
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.9021
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8893
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8893
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8757
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8757
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8650
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.8650
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8593
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8593
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8562
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.8562
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8521
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8521
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.8493
Fatty acid-binding protein, intestinal P12104 FABPI_HUMAN Homo sapiens 3 0.8493
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8492
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8492
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8487
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8487
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8460
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.8460
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8410
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8410
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.8403
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.8403
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8333
APH(2'')-Id O68183 O68183_ENTCA Enterococcus casseliflavus 4 0.8333
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8218
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8218
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8197
2-phospho-L-lactate transferase Q8PVT6 COFD_METMA Methanosarcina mazei 3 0.8197
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8189
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8189
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.8173
3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1_HUMAN Homo sapiens 4 0.8173
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 4 0.8155
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 4 0.8155
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8103
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8103
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8062
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.8062
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.8044
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.8044
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.8028
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.8028
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8021
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.8021
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7868
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7868
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7845
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7845
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7762
Vascular endothelial growth factor receptor 2 P35968 VGFR2_HUMAN Homo sapiens 3 0.7762
Aklavinone 12-hydroxylase RdmE Q54530 DNRF_STREF Streptomyces purpurascens 4 0.7711
Aklavinone 12-hydroxylase RdmE Q54530 DNRF_STREF Streptomyces purpurascens 4 0.7711
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7504
Casein kinase II subunit alpha P28523 CSK2A_MAIZE Zea mays 4 0.7504
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7474
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7474
Aklanonic acid methyl ester cyclase AcmA O52646 DNRD_STRGJ Streptomyces galilaeus 3 0.7423
Aklanonic acid methyl ester cyclase AcmA O52646 DNRD_STRGJ Streptomyces galilaeus 3 0.7423
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7388
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7388
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7382
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7382
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7352
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 4 0.7352
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7342
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7342
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7334
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7334
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7288
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.7288
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7282
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 4 0.7282
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7263
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7263
Orotidine 5'-phosphate decarboxylase O58462 PYRF_PYRHO Pyrococcus horikoshii 3 0.7235
Orotidine 5'-phosphate decarboxylase O58462 PYRF_PYRHO Pyrococcus horikoshii 3 0.7235
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7234
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7234
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7230
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7230
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7230
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7230
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7222
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7222
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7220
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7220
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7197
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7197
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7187
Focal adhesion kinase 1 Q00944 FAK1_CHICK Gallus gallus 3 0.7187
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7154
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7154
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7145
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7145
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7139
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 2 0.7139
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7137
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7137
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7137
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7137
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7083
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7083
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7083
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7083
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7082
Glucan 1,3-beta-glucosidase P29717 EXG1_CANAL Candida albicans 2 0.7082
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7035
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7035
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 2 0.7016
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 2 0.7016
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7012
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 2 0.7012

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