2’’,6’’-di-O-acetyl-7-O-methyl vitexin - Compound Card

2’’,6’’-di-O-acetyl-7-O-methyl vitexin

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2’’,6’’-di-O-acetyl-7-O-methyl vitexin

Structure
Zoomed Structure
  • Family: Anacardiaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Glucosideflavone
Canonical Smiles COc1cc(O)c2c(c1C1OC(COC(=O)C)C(C(C1OC(=O)C)O)O)oc(cc2=O)c1ccc(cc1)O
InChI InChI=1S/C26H26O12/c1-11(27)35-10-19-22(32)23(33)26(36-12(2)28)25(38-19)21-18(34-3)9-16(31)20-15(30)8-17(37-24(20)21)13-4-6-14(29)7-5-13/h4-9,19,22-23,25-26,29,31-33H,10H2,1-3H3
InChIKey QXQSJUYWTNFLNE-UHFFFAOYSA-N
Formula C26H26O12
HBA 12
HBD 4
MW 530.48
Rotatable Bonds 6
TPSA 182.19
LogP 1.54
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 38
Formal Charge 0
Fraction CSP3 0.35
Exact Mass 530.14
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Sorindeia juglandifolia Anacardiaceae Plantae 1317886

Showing of synonyms

  • Ndongo JT, Mbing JN, et al. (2013). A New C-Glucosylflavone from Sorindeia juglandifolia. Zeitschrift für Naturforschung C. 2013, 68(5-6), 169-174. [View]

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1c(ccc2)c(c23)oc(cc3=O)-c4ccccc4

Level: 2

Mol. Weight: 306.36 g/mol

Structure

SMILES: O=c1ccoc(c12)c(ccc2)C3CCCCO3

Level: 1

Mol. Weight: 230.26 g/mol

Structure

SMILES: c1cccc(c12)oc(cc2=O)-c3ccccc3

Level: 1

Mol. Weight: 222.24 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 146.14 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 86.13 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.59
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.690
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.32

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.040
Plasma Protein Binding
18.96
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
11.230
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.520
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.990
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.350
Micronucleos
Toxic
NR-AhR
Safe
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
Safe
T. Pyriformis
-1089.060
Rat (Acute)
2.510
Rat (Chronic Oral)
3.390
Fathead Minnow
6.890
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
553.570
Hydration Free Energy
-3.010
Log(D) at pH=7.4
1.950
Log(P)
2.28
Log S
-4.65
Log(Vapor Pressure)
-9.8
Melting Point
202.03
pKa Acid
7.67
pKa Basic
2.25
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.9307
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.9307
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.9046
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.9046
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8783
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8783
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.8735
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.8735
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8711
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8711
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.8675
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.8675
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8528
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8528
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8514
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8514
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8509
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8509
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8481
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.8481
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8478
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8478
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8438
Ras-related protein Ral-B P11234 RALB_HUMAN Homo sapiens 3 0.8438
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8385
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.8385
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8319
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8319
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8254
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8254
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8176
ATP-dependent molecular chaperone HSP82 P02829 HSP82_YEAST Saccharomyces cerevisiae 3 0.8176
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8096
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8096
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8047
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.8047
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7994
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7994
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7993
NAD-capped RNA hydrolase NudC P32664 NUDC_ECOLI Escherichia coli 3 0.7993
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7954
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7954
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7925
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7925
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7924
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7924
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7864
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7864
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7832
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.7832
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7825
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7825
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7773
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 3 0.7773
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7747
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7747
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 3 0.7711
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 3 0.7711
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7698
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7698
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7697
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7697
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7651
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7651
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7647
Gag-Pol polyprotein P05896 POL_SIVM1 Simian immunodeficiency virus 3 0.7647
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7533
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7533
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7517
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7517
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7473
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7473
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.7414
Focal adhesion kinase 1 Q05397 FAK1_HUMAN Homo sapiens 3 0.7414
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7389
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7389
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7382
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7382
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7358
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7358
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7343
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7343
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7313
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7313
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7310
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7310
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7300
Protoporphyrinogen oxidase P50336 PPOX_HUMAN Homo sapiens 3 0.7300
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7275
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7275
Polymerase acidic protein C3W5S0 C3W5S0_I09A0 Influenza A virus 2 0.7275
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7275
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7267
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7267
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7223
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7223
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7214
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7214
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7210
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7210
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 4 0.7204
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 4 0.7204
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7203
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 3 0.7203
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7169
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7169
16S rRNA (guanine(1405)-N(7))-methyltransferase Q763K9 Q763K9_ECOLX Escherichia coli 3 0.7165
16S rRNA (guanine(1405)-N(7))-methyltransferase Q763K9 Q763K9_ECOLX Escherichia coli 3 0.7165
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7155
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7155
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7154
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7154
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7126
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 4 0.7126
Genome polyprotein P12823 POLG_DEN2P Dengue virus type 2 3 0.7119
Genome polyprotein P12823 POLG_DEN2P Dengue virus type 2 3 0.7119
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7117
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7117
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 4 0.7112
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 4 0.7112
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7098
CCA-adding enzyme O28126 CCA_ARCFU Archaeoglobus fulgidus 2 0.7098
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7095
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7095
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7054
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7054
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 3 0.7047
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 3 0.7047
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7046
Alpha-ketoglutarate-dependent dioxygenase FTO Q9C0B1 FTO_HUMAN Homo sapiens 3 0.7046
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7044
Putative S-adenosyl-L-methionine-dependent methyltransferase ML2640 Q9CCZ4 Y2640_MYCLE Mycobacterium leprae 3 0.7044
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7043
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 4 0.7043
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7041
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7041
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7040
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7040
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7035
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7035
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7033
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7033
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7029
Histone-lysine N-methyltransferase SETD7 Q8WTS6 SETD7_HUMAN Homo sapiens 3 0.7029
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7026
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7026
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7021
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7021
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7019
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7019
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7005
cGMP-dependent 3',5'-cyclic phosphodiesterase O00408 PDE2A_HUMAN Homo sapiens 3 0.7005

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