Seputhecarpan C - Compound Card

Seputhecarpan C

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Seputhecarpan C

Structure
Zoomed Structure
  • Family: Plantae - Sapotaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Pterocarpan
Canonical Smiles OCC(=C)C1Oc2c(C1)cc1c(c2)OCC2C1Oc1c2ccc(c1)OC
InChI InChI=1S/C21H20O5/c1-11(9-22)17-6-12-5-15-19(8-18(12)25-17)24-10-16-14-4-3-13(23-2)7-20(14)26-21(15)16/h3-5,7-8,16-17,21-22H,1,6,9-10H2,2H3
InChIKey DCMXCEWZKVNDFI-UHFFFAOYSA-N
Formula C21H20O5
HBA 5
HBD 1
MW 352.39
Rotatable Bonds 3
TPSA 57.15
LogP 3.16
Number Rings 5
Number Aromatic Rings 2
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.33
Exact Mass 352.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Synsepalum zenkeri Sapotaceae Plantae 233754

Showing of synonyms

  • Kuete V, Ngnintedo D, et al. (2018). Cytotoxicity of seputhecarpan D, thonningiol and 12 other phytochemicals from African flora towards human carcinoma cells.. BMC complementary and alternative medicine,2018, 18(1), 36. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)OC3C2COc4c3cc5c(c4)OCC5

Level: 0

Mol. Weight: 352.39 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.01
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.48
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.27

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.24
Plasma Protein Binding
40.16
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
Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
14.52
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.48
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.35
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.8
Micronucleos
Toxic
NR-AhR
Toxic
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
Toxic
T. Pyriformis
-6.34
Rat (Acute)
2.85
Rat (Chronic Oral)
1.61
Fathead Minnow
5.03
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
457.31
Hydration Free Energy
-6.6
Log(D) at pH=7.4
3.01
Log(P)
3.43
Log S
-4.02
Log(Vapor Pressure)
-9.13
Melting Point
141.95
pKa Acid
11.81
pKa Basic
5.78
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9439
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9437
Aldehyde dehydrogenase, dimeric NADP-preferring P30838 AL3A1_HUMAN Homo sapiens 3 0.9425
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9300
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.9278
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.9227
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9208
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9196
Achbp I6L8L2 I6L8L2_CAPTE Capitella teleta 3 0.9161
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.9010
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.8996
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.8982
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 3 0.8970
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8962
Phenylalanine-4-hydroxylase P00439 PH4H_HUMAN Homo sapiens 3 0.8944
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.8857
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8791
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8750
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8709
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8704
Beta-2-microglobulin P61769 B2MG_HUMAN Homo sapiens 3 0.8690
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.8689
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.8578
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8560
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.8546
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8522
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.8471
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8418
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8341
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8335
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.8309
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8251
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.8243
Nodulin-13 P93330 NOD13_MEDTR Medicago truncatula 3 0.8238
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.8157
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.8136
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.8076
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8072
Cholinesterase P06276 CHLE_HUMAN Homo sapiens 3 0.8062
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8033
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8015
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7957
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7941
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7935
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7926
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 4 0.7888
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7867
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7837
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7836
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7829
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7816
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7815
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7803
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7803
Enoyl-[acyl-carrier-protein] reductase [NADH] Q5NGQ3 Q5NGQ3_FRATT Francisella tularensis subsp. tularensis 3 0.7796
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7781
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7774
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7751
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 3 0.7750
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7734
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.7728
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7723
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7719
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7716
Carbonic anhydrase 13 Q8N1Q1 CAH13_HUMAN Homo sapiens 3 0.7715
Matrix metalloproteinase-9 P14780 MMP9_HUMAN Homo sapiens 3 0.7714
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7704
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7669
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7652
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 3 0.7645
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7641
Ectonucleotide pyrophosphatase/phosphodiesterase family member 2 Q9R1E6 ENPP2_MOUSE Mus musculus 3 0.7630
Tetracycline repressor protein class D P0ACT4 TETR4_ECOLX Escherichia coli 3 0.7625
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7619
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7613
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7609
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7592
Catechol O-methyltransferase P22734 COMT_RAT Rattus norvegicus 3 0.7580
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7563
DNA topoisomerase 1 P06612 TOP1_ECOLI Escherichia coli 3 0.7558
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7556
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7550
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7547
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.7545
Squalene synthase P37268 FDFT_HUMAN Homo sapiens 3 0.7542
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7531
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7529
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7522
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7509
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 3 0.7494
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 3 0.7492
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7473
Uridine phosphorylase Q5XA29 Q5XA29_STRP6 Streptococcus pyogenes serotype M6 3 0.7457
Peptidyl-prolyl cis-trans isomerase FKBP5 Q13451 FKBP5_HUMAN Homo sapiens 3 0.7455
Bifunctional epoxide hydrolase 2 P34913 HYES_HUMAN Homo sapiens 2 0.7454
Tetracycline repressor protein class B from transposon Tn10 P04483 TETR2_ECOLX Escherichia coli 2 0.7448
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7436
Non-receptor tyrosine-protein kinase TYK2 P29597 TYK2_HUMAN Homo sapiens 3 0.7434
Genome polyprotein Q2YHF0 POLG_DEN4T Dengue virus type 4 3 0.7433
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7427
Flavin-dependent monooxygenase Q93L51 TETX_BACT4 Bacteroides thetaiotaomicron 2 0.7420
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7417
HTH-type transcriptional regulator QacR P0A0N4 QACR_STAAU Staphylococcus aureus 3 0.7416
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7408
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7395
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7391
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7387
Putative cytochrome P450 Q70AS3 Q70AS3_STRPE Streptomyces peucetius 3 0.7369
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7357
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7356
Calmodulin P62157 CALM_BOVIN Bos taurus 3 0.7341
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7340
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7337
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7337
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7337
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7335
Odorant-binding protein P81245 OBP_PIG Sus scrofa 3 0.7333
Mitogen-activated protein kinase 14 Q16539 MK14_HUMAN Homo sapiens 3 0.7329
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7305
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 3 0.7300
Albumin P02768 ALBU_HUMAN Homo sapiens 3 0.7292
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 2 0.7292
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7291
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7290
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7287
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7285
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7282
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7281
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7278
Cytochrome b-c1 complex subunit 1, mitochondrial P31800 QCR1_BOVIN Bos taurus 3 0.7276
Scytalone dehydratase P56221 SCYD_MAGO7 Pyricularia oryzae 3 0.7259
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7258
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7239
Serine/threonine-protein kinase Chk2 O96017 CHK2_HUMAN Homo sapiens 4 0.7238
Histone deacetylase 8 Q9BY41 HDAC8_HUMAN Homo sapiens 3 0.7236
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7229
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7228
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7225
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7223
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7214
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7210
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7209
Purine nucleoside phosphorylase DeoD-type Q5EEL8 DEOD_BACCE Bacillus cereus 2 0.7207
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7206
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 4 0.7194
Methionine aminopeptidase 2 P50579 MAP2_HUMAN Homo sapiens 3 0.7192
Heat shock cognate 71 kDa protein P11142 HSP7C_HUMAN Homo sapiens 3 0.7188
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7181
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 2 0.7181
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 4 0.7166
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7152
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7151
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7148
Na(+):neurotransmitter symporter (Snf family) O67854 O67854_AQUAE Aquifex aeolicus 3 0.7139
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7139
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7118
Prothrombin P00734 THRB_HUMAN Homo sapiens 3 0.7116
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7115
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7104
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 2 0.7102
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7096
Snake venom metalloproteinase atrolysin-D P15167 VM1AD_CROAT Crotalus atrox 2 0.7093
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 3 0.7086
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7080
N-terminal acetyltransferase A complex subunit NAT1 P12945 NAT1_YEAST Saccharomyces cerevisiae 2 0.7075
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7070
Isoflavone 4'-O-methyltransferase Q29U70 I4OMT_MEDTR Medicago truncatula 4 0.7067
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7062
Phytohormone-binding protein CSBP A0A1S3THR8 PHBP_VIGRR Vigna radiata var. radiata 2 0.7060
CREB-binding protein Q92793 CBP_HUMAN Homo sapiens 3 0.7051
Caspase-6 P55212 CASP6_HUMAN Homo sapiens 3 0.7045
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7001

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