Lupiwigtheone hydrate - Compound Card

Lupiwigtheone hydrate

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Lupiwigtheone hydrate

Structure
Zoomed Structure
  • Family: Plantae - Moraceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone
Canonical Smiles Oc1ccc(cc1)c1coc2c(c1=O)c(O)cc(c2CCC(O)(C)C)O
InChI InChI=1S/C20H20O6/c1-20(2,25)8-7-13-15(22)9-16(23)17-18(24)14(10-26-19(13)17)11-3-5-12(21)6-4-11/h3-6,9-10,21-23,25H,7-8H2,1-2H3
InChIKey ZKEHDQGXEYXKFI-UHFFFAOYSA-N
Formula C20H20O6
HBA 6
HBD 4
MW 356.37
Rotatable Bonds 4
TPSA 111.13
LogP 3.28
Number Rings 3
Number Aromatic Rings 3
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.25
Exact Mass 356.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ficus thonningii Moraceae Plantae 309310

Showing of synonyms

  • Fongang Y, Bankeu J, et al. (2015). Flavonoids and other bioactive constituents from Ficus thonningii Blume (Moraceae). Phytochemistry Letters, 2015, 11, 139-145. [View]
Pubchem: 5378202
Nmrshiftdb2: 70019883

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)occ(c2=O)-c3ccccc3

Level: 1

Mol. Weight: 356.37 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 356.37 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 356.37 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.32
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.930
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-0.9

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.130
Plasma Protein Binding
80.03
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
4.310
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Safe
Bioconcentration Factor
0.680
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.680
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.620
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
Toxic
T. Pyriformis
1.410
Rat (Acute)
2.400
Rat (Chronic Oral)
2.860
Fathead Minnow
4.550
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
470.260
Hydration Free Energy
-10.130
Log(D) at pH=7.4
2.640
Log(P)
3.51
Log S
-4.25
Log(Vapor Pressure)
-8.56
Melting Point
257.88
pKa Acid
10.04
pKa Basic
7.28
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.9675
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.9494
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.9330
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.9313
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 5 0.9210
Lactoperoxidase A0A452E9Y6 PERL_CAPHI Capra hircus 3 0.9079
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.9037
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 3 0.9033
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8858
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8738
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8697
Isoflavone-7-O-methyltransferase 8 O24529 7OMT8_MEDSA Medicago sativa 5 0.8679
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 4 0.8673
TetR family transcriptional regulator Q58L87 Q58L87_MYCSM Mycolicibacterium smegmatis 3 0.8620
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8569
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8564
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8463
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8404
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8387
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.8309
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 3 0.8295
Coagulation factor X P00742 FA10_HUMAN Homo sapiens 3 0.8285
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 4 0.8202
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.8135
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.8119
Dipeptidyl peptidase 4 P27487 DPP4_HUMAN Homo sapiens 3 0.8080
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.8050
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8036
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8025
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8009
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7999
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7992
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7982
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 3 0.7960
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7946
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7929
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7919
Biflaviolin synthase CYP158A1 Q9KZF5 C1581_STRCO Streptomyces coelicolor / M145) 3 0.7905
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.7902
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7893
Valacyclovir hydrolase Q86WA6 BPHL_HUMAN Homo sapiens 3 0.7878
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7871
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7857
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform P48736 PK3CG_HUMAN Homo sapiens 4 0.7856
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7844
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7825
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7813
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7794
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 4 0.7788
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7768
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7754
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7697
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7695
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7673
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7635
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7634
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7630
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7601
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7595
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7587
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7566
Serine/threonine-protein kinase Nek2 P51955 NEK2_HUMAN Homo sapiens 3 0.7561
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7546
Pteridine reductase, putative Q581W1 Q581W1_TRYB2 Trypanosoma brucei brucei 4 0.7533
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7527
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7522
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7492
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7466
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7449
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7429
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7428
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7402
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 3 0.7393
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7383
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7382
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7369
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 4 0.7365
Beta-secretase 2 Q9Y5Z0 BACE2_HUMAN Homo sapiens 3 0.7362
Glutathione S-transferase F2 P46422 GSTF2_ARATH Arabidopsis thaliana 3 0.7358
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7355
Secoisolariciresinol dehydrogenase Q94KL8 SILD_PODPE Podophyllum peltatum 4 0.7340
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7333
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7317
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.7317
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7308
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 3 0.7303
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7287
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7280
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7277
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.7263
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7256
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 4 0.7255
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7244
Gag-Pol polyprotein O12158 POL_HV192 Human immunodeficiency virus type 1 group M subtype C 3 0.7239
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7238
Tetracycline repressor protein class H P51561 TETR8_PASMD Pasteurella multocida 3 0.7216
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7195
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7190
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7186
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7176
Tau-tubulin kinase 1 Q5TCY1 TTBK1_HUMAN Homo sapiens 3 0.7172
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7144
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7128
Protein S100-A13 Q99584 S10AD_HUMAN Homo sapiens 3 0.7116
Calmodulin-like domain protein kinase isoenzyme gamma, related F0V9W9 F0V9W9_NEOCL Neospora caninum 3 0.7101
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 4 0.7100
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7100
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7086
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic Q43088 RBCMT_PEA Pisum sativum 3 0.7079
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 4 0.7073
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 4 0.7064
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7059
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7056
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7049
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 3 0.7033
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7031
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7026

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