Hildecarpin - Compound Card

Hildecarpin

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Hildecarpin

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Pterocarpin
Canonical Smiles COc1cc2c(cc1O)OC[C@@]1([C@H]2Oc2c1cc1c(c2)OCO1)O
InChI InChI=1S/C17H14O7/c1-20-13-2-8-11(4-10(13)18)21-6-17(19)9-3-14-15(23-7-22-14)5-12(9)24-16(8)17/h2-5,16,18-19H,6-7H2,1H3/t16-,17+/m0/s1
InChIKey DQXBSJMCLQLJKV-DLBZAZTESA-N
Formula C17H14O7
HBA 7
HBD 2
MW 330.29
Rotatable Bonds 1
TPSA 86.61
LogP 1.84
Number Rings 5
Number Aromatic Rings 2
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 330.07
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Tephrosia rhodesica Leguminosae/Fabaceae Plantae 556521

Showing of synonyms

  • Atilaw Y, Muiva-Mutisya L, et al. (2020). Prenylated Flavonoids from the Roots of Tephrosia rhodesica. Journal of natural products, 2020, 83(8), 2390–2398. [View]
Pubchem: 442773
Kegg Ligand: C10424
Chebi: 5718
Nmrshiftdb2: 70028726

No compound-protein relationship available.

Structure

SMILES: O1COc(c2)c1cc(c23)OC4C3COc5c4cccc5

Level: 0

Mol. Weight: 330.29 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.71
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.640
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.98

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.150
Plasma Protein Binding
75.3
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
14.240
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.270
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.960
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.720
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
0.190
Rat (Acute)
2.050
Rat (Chronic Oral)
1.730
Fathead Minnow
4.460
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
418.940
Hydration Free Energy
-8.910
Log(D) at pH=7.4
2.550
Log(P)
1.63
Log S
-3.45
Log(Vapor Pressure)
-8.4
Melting Point
224.15
pKa Acid
8.91
pKa Basic
1.06
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9479
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9078
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.9037
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8891
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8805
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8750
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8730
Thymidine phosphorylase Q7CP66 TYPH_SALTY Salmonella typhimurium 3 0.8725
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.8530
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 4 0.8490
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.8485
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8482
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.8347
RNA polymerase sigma factor SigA Q5SKW1 Q5SKW1_THET8 Thermus thermophilus 3 0.8321
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.8296
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.8289
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8277
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8266
L-lactate dehydrogenase A chain P04642 LDHA_RAT Rattus norvegicus 3 0.8252
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 4 0.8212
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8189
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8188
Hypoxanthine phosphoribosyltransferase Q4DRC4 Q4DRC4_TRYCC Trypanosoma cruzi 3 0.8062
Dihydroorotate dehydrogenase (quinone), mitochondrial Q08210 PYRD_PLAF7 Plasmodium falciparum 4 0.8002
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7994
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.7956
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7954
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7887
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7880
Succinate dehydrogenase [ubiquinone] iron-sulfur subunit, mitochondrial Q33862 Q33862_ASCSU Ascaris suum 3 0.7792
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7731
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7723
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7678
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7676
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7657
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7646
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 4 0.7644
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7614
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 3 0.7571
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7505
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7473
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7458
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7431
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7430
Mitogen-activated protein kinase 1 P28482 MK01_HUMAN Homo sapiens 3 0.7424
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 2 0.7400
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7400
Formylmethanofuran--tetrahydromethanopterin formyltransferase Q49610 FTR_METKA Methanopyrus kandleri 3 0.7381
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7372
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7326
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7298
Purine nucleoside phosphorylase P00491 PNPH_HUMAN Homo sapiens 3 0.7270
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7265
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7235
Laminarinase Q9WXN1 Q9WXN1_THEMA Thermotoga maritima 3 0.7233
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7227
Histidine kinase 4 Q9C5U0 AHK4_ARATH Arabidopsis thaliana 3 0.7216
Type IV pilus retractation ATPase PilT P24559 PILT_PSEAE Pseudomonas aeruginosa 3 0.7211
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7190
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7166
DNA gyrase subunit A P0AES5 GYRA_SHIFL Shigella flexneri 3 0.7161
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7142
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7086
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7072
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7066
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7066
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7048
Nitric oxide synthase 1 P29476 NOS1_RAT Rattus norvegicus 3 0.7043
Histone-lysine N-methyltransferase EHMT1 Q9H9B1 EHMT1_HUMAN Homo sapiens 3 0.7030

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