2’’-O-acetyl-7-O-methyl vitexin - Compound Card

2’’-O-acetyl-7-O-methyl vitexin

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2’’-O-acetyl-7-O-methyl vitexin

Structure
Zoomed Structure
  • Family: Anacardiaceae, Ochnaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavone Glycoside
Canonical Smiles OCC1OC(C(C(C1O)O)OC(=O)C)c1c(OC)cc(c2c1oc(cc2=O)c1ccc(cc1)O)O
InChI InChI=1S/C24H24O11/c1-10(26)33-24-21(31)20(30)17(9-25)35-23(24)19-16(32-2)8-14(29)18-13(28)7-15(34-22(18)19)11-3-5-12(27)6-4-11/h3-8,17,20-21,23-25,27,29-31H,9H2,1-2H3
InChIKey JQUDPNSJXPBHNN-UHFFFAOYSA-N
Formula C24H24O11
HBA 11
HBD 5
MW 488.45
Rotatable Bonds 5
TPSA 176.12
LogP 0.97
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.33
Exact Mass 488.13
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Sorindeia juglandifolia Anacardiaceae Plantae 1317886
2 Rhabdophyllum arnoldianum Ochnaceae Plantae 1501067

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]
  • Mbing JN, Missi MB, et al. (2014). New flavonoids C-glycosides from Rhabdophyllum arnoldianum.. Natural product research,2014, 28(8), 539-544. [View] [PubMed]
Pubchem: 74977776

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)
-6.82
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-4.91
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-0.42

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.05
Plasma Protein Binding
21.66
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-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
11.16
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.35
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.98
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.69
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
-296.23
Rat (Acute)
2.55
Rat (Chronic Oral)
3.67
Fathead Minnow
4.79
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
574.46
Hydration Free Energy
-3.29
Log(D) at pH=7.4
1.46
Log(P)
1.59
Log S
-4.47
Log(Vapor Pressure)
-10.68
Melting Point
206.07
pKa Acid
7.04
pKa Basic
3.89
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 0.9130
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.9130
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8775
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.8775
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8657
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.8657
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8650
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8650
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.8595
Heat shock protein HSP 90-beta P08238 HS90B_HUMAN Homo sapiens 3 0.8595
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8441
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8441
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.8323
cGMP-specific 3',5'-cyclic phosphodiesterase O76074 PDE5A_HUMAN Homo sapiens 3 0.8323
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8169
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8169
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8156
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.8156
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8147
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8147
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8070
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.8070
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8014
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8014
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7967
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7967
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7838
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.7838
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7778
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7778
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7763
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7763
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7749
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.7749
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7743
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7743
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7661
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7661
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7590
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.7590
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7504
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7504
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7504
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7504
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7474
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7474
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7459
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7459
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7387
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7387
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7373
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7373
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7360
Thymidylate synthase P0A884 TYSY_ECOLI Escherichia coli 4 0.7360
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7341
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7341
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7317
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.7317
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7316
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7316
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7285
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7285
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7285
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7285
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7270
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7270
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7247
Tyrosine-protein kinase JAK3 P52333 JAK3_HUMAN Homo sapiens 3 0.7247
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 4 0.7238
Cyclin-dependent kinase 5 Q00535 CDK5_HUMAN Homo sapiens 4 0.7238
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7228
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7228
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 4 0.7183
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 4 0.7183
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7157
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7157
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7141
Tubulin alpha-1B chain P81947 TBA1B_BOVIN Bos taurus 3 0.7141
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7116
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7116
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7112
cAMP-dependent protein kinase catalytic subunit alpha P00517 KAPCA_BOVIN Bos taurus 4 0.7112
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7102
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7102
Genome polyprotein P12823 POLG_DEN2P Dengue virus type 2 3 0.7091
Genome polyprotein P12823 POLG_DEN2P Dengue virus type 2 3 0.7091
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7089
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7089
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7057
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7057
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7042
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7042
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 3 0.7040
Catalase-peroxidase 2 O59651 KATG2_HALMA Haloarcula marismortui 3 0.7040
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7039
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7039
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7008
Serine/threonine-protein kinase pim-1 P11309 PIM1_HUMAN Homo sapiens 3 0.7008

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