Secundiferol I - Compound Card

Secundiferol I

Select a section from the left sidebar

Secundiferol I

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone
Canonical Smiles COc1cc2c(cc1OC)OC1C2COc2c1ccc(c2)O
InChI InChI=1S/C17H16O5/c1-19-15-6-11-12-8-21-13-5-9(18)3-4-10(13)17(12)22-14(11)7-16(15)20-2/h3-7,12,17-18H,8H2,1-2H3
InChIKey ICUCUXZJAYHKLS-UHFFFAOYSA-N
Formula C17H16O5
HBA 5
HBD 1
MW 300.31
Rotatable Bonds 2
TPSA 57.15
LogP 3.02
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.29
Exact Mass 300.1
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Millettia macrophylla Leguminosae/Fabaceae Plantae 1712208

Showing of synonyms

  • Zingue S, Tchoumtchoua J, et al. (2016). Estrogenic and cytotoxic potentials of compounds isolated from Millettia macrophylla Benth (Fabaceae): towards a better understanding of its underlying mechanisms.. BMC complementary and alternative medicine,2016, 16(1), 421. [View] [PubMed]
Pubchem: 15838240
Nmrshiftdb2: 80010726

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)OC3C2COc4c3cccc4

Level: 0

Mol. Weight: 300.31 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.73
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.490
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.32

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.160
Plasma Protein Binding
46.15
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.270
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.000
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.420
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.740
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
3.920
Rat (Acute)
1.900
Rat (Chronic Oral)
1.750
Fathead Minnow
4.760
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
411.600
Hydration Free Energy
-8.070
Log(D) at pH=7.4
3.010
Log(P)
2.51
Log S
-4.47
Log(Vapor Pressure)
-7.0
Melting Point
151.55
pKa Acid
9.52
pKa Basic
3.46
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9664
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.9555
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.9423
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.9214
Flavoredoxin Q72HI0 Q72HI0_THET2 Thermus thermophilus 3 0.9079
Pantothenate synthetase P9WIL5 PANC_MYCTU Mycobacterium tuberculosis 3 0.9073
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.9044
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.8953
Transthyretin P02767 TTHY_RAT Rattus norvegicus 3 0.8940
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.8905
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.8752
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 O88703 HCN2_MOUSE Mus musculus 3 0.8687
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8674
Cyclic AMP receptor protein Q5SID7 CRP_THET8 Thermus thermophilus 3 0.8621
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.8576
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 3 0.8562
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.8472
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.8408
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 3 0.8398
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.8358
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase P62617 ISPF_ECOLI Escherichia coli 3 0.8352
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.8331
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8246
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8221
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.8214
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8208
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.8202
Caspase-6 P55212 CASP6_HUMAN Homo sapiens 3 0.8158
Cytochrome P450 130 P9WPN5 CP130_MYCTU Mycobacterium tuberculosis 3 0.8125
Succinate dehydrogenase flavoprotein subunit P0AC41 SDHA_ECOLI Escherichia coli 3 0.8112
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.8105
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8059
Cytidine and deoxycytidylate deaminase zinc-binding region Q82Y41 Q82Y41_NITEU Nitrosomonas europaea 3 0.8026
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.7990
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7913
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7860
orotidine-5'-phosphate decarboxylase Q8T6J6 Q8T6J6_PLAFA Plasmodium falciparum 4 0.7827
Putative ketoacyl reductase P16544 ACT3_STRCO Streptomyces coelicolor / M145) 3 0.7813
Gag-Pol polyprotein O12158 POL_HV192 Human immunodeficiency virus type 1 group M subtype C 3 0.7797
GTPase KRas P01116 RASK_HUMAN Homo sapiens 3 0.7791
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7711
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7701
Dihydropteroate synthase Q81VW8 Q81VW8_BACAN Bacillus anthracis 3 0.7665
Phosphodiesterase Q8WQX9 Q8WQX9_9TRYP Trypanosoma brucei 3 0.7652
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7652
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 4 0.7641
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7632
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7618
Flavin-dependent thymidylate synthase Q9WYT0 THYX_THEMA Thermotoga maritima 3 0.7612
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7606
UDP-N-acetylmuramoyl-tripeptide--D-alanyl-D-alanine ligase Q8DNV6 Q8DNV6_STRR6 Streptococcus pneumoniae 2 0.7603
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 3 0.7590
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 O88703 HCN2_MOUSE Mus musculus 3 0.7556
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7545
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7541
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7532
2-C-methyl-D-erythritol 2,4-cyclodiphosphate synthase Q8ZMF7 ISPF_SALTY Salmonella typhimurium 3 0.7525
Carbonyl reductase [NADPH] 1 P16152 CBR1_HUMAN Homo sapiens 2 0.7496
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase Q05603 COBT_SALTY Salmonella typhimurium 2 0.7482
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7460
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7459
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7446
Cyclic nucleotide-gated potassium channel mll3241 Q98GN8 CNGK1_RHILO Mesorhizobium japonicum) 3 0.7431
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta P78356 PI42B_HUMAN Homo sapiens 3 0.7427
IOMT 3 Q06YR3 Q06YR3_MEDTR Medicago truncatula 3 0.7423
Kinesin-like protein KIF11 P52732 KIF11_HUMAN Homo sapiens 3 0.7416
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 2 0.7412
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7392
3-hydroxyanthranilate 3,4-dioxygenase Q1LCS4 3HAO_CUPMC Cupriavidus metallidurans 2 0.7388
Activin receptor type-1 Q04771 ACVR1_HUMAN Homo sapiens 3 0.7383
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 3 0.7382
Putative N-acetyl glucosaminyl transferase Q6U8B0 Q6U8B0_RAOTE Raoultella terrigena 3 0.7374
Calmodulin-domain protein kinase 1, putative A3FQ16 A3FQ16_CRYPI Cryptosporidium parvum 3 0.7325
Gag-Pol polyprotein P04584 POL_HV2RO Human immunodeficiency virus type 2 subtype A 3 0.7317
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7311
Queuine tRNA-ribosyltransferase P28720 TGT_ZYMMO Zymomonas mobilis subsp. mobilis 3 0.7299
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7297
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7273
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7272
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 2 0.7271
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7263
Biotin carboxylase P24182 ACCC_ECOLI Escherichia coli 3 0.7262
Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 Q9Y3Q4 HCN4_HUMAN Homo sapiens 3 0.7249
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7244
Histidine kinase 4 Q9C5U0 AHK4_ARATH Arabidopsis thaliana 3 0.7237
Estrogen receptor P03372 ESR1_HUMAN Homo sapiens 3 0.7216
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7208
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 2 0.7200
Dihydrofolate reductase P22906 DYR_CANAX Candida albicans 3 0.7198
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7189
Proliferating cell nuclear antigen P12004 PCNA_HUMAN Homo sapiens 3 0.7182
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7175
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7163
Enoyl-ACP reductase Q9BH77 Q9BH77_PLAFA Plasmodium falciparum 3 0.7146
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7144
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.7129
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 2 0.7128
Macrophage colony-stimulating factor 1 receptor P07333 CSF1R_HUMAN Homo sapiens 3 0.7109
Cytochrome P450 1A1 P04798 CP1A1_HUMAN Homo sapiens 2 0.7098
NADPH-dependent 7-cyano-7-deazaguanine reductase Q9KTK0 QUEF_VIBCH Vibrio cholerae serotype O1 3 0.7088
17beta-hydroxysteroid dehydrogenase O93874 O93874_COCLU Cochliobolus lunatus 3 0.7075
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7074
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.7072
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 2 0.7052
Mitogen-activated protein kinase 10 P53779 MK10_HUMAN Homo sapiens 3 0.7051
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7050
ActVA 6 protein Q53908 Q53908_STRCH Streptomyces coelicolor 3 0.7050
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7042
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 3 0.7034
Acetolactate synthase, chloroplastic P17597 ILVB_ARATH Arabidopsis thaliana 2 0.7034
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7033
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7025
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7021
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7012
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.7008
DNA-binding transcriptional dual regulator CRP P0ACJ8 CRP_ECOLI Escherichia coli 3 0.7006
Poly [ADP-ribose] polymerase tankyrase-2 Q9H2K2 TNKS2_HUMAN Homo sapiens 3 0.7002

Download SDF