Orientin-7-methoxide - Compound Card

Orientin-7-methoxide

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Orientin-7-methoxide

Structure
Zoomed Structure
  • Family: Plantae - Caryophyllaceae
  • Kingdom: Plantae
  • Class: Flavonoid
Canonical Smiles OC[C@@H]1OC(Oc2c(C)cc(c3c2oc(cc3=O)c2ccc(c(c2)O)O)O)[C@H]([C@@H]([C@H]1O)O)O
InChI InChI=1S/C22H22O11/c1-8-4-12(26)16-13(27)6-14(9-2-3-10(24)11(25)5-9)31-21(16)20(8)33-22-19(30)18(29)17(28)15(7-23)32-22/h2-6,15,17-19,22-26,28-30H,7H2,1H3/t15-,17-,18+,19-,22?/m0/s1
InChIKey BXKUKBQBBALDOG-CNEOBZMHSA-N
Formula C22H22O11
HBA 11
HBD 7
MW 462.41
Rotatable Bonds 4
TPSA 190.28
LogP 0.06
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.32
Exact Mass 462.12
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Pteranthus dichotomus Caryophyllaceae Plantae 325512

Showing of synonyms

  • Atta EM, Nassar AA, et al. (2013). New flavonoid glycoside and pharmacological activities of Pteranthus dichotomus Forssk.. Records of Natural Products,2013,7(2),69-79. [View]
Pubchem: 162817390

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1Oc(ccc2)c(c23)oc(cc3=O)-c4ccccc4

Level: 2

Mol. Weight: 462.41 g/mol

Structure

SMILES: O=c1ccoc(c12)c(ccc2)OC3CCCCO3

Level: 1

Mol. Weight: 462.41 g/mol

Structure

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

Level: 1

Mol. Weight: 462.41 g/mol

Structure

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 462.41 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 462.41 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 462.41 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.73
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.4
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
0.55

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.91
Plasma Protein Binding
82.47
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
Non-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
14.01
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.87
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.03
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.21
Micronucleos
Toxic
NR-AhR
Safe
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
Safe
T. Pyriformis
-109.36
Rat (Acute)
2.34
Rat (Chronic Oral)
4.04
Fathead Minnow
4.03
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
624.66
Hydration Free Energy
-4.01
Log(D) at pH=7.4
0.94
Log(P)
0.8
Log S
-4.45
Log(Vapor Pressure)
-12.71
Melting Point
216.74
pKa Acid
4.95
pKa Basic
6.7
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.9200
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 4 0.9200
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8956
D-aminoacyl-tRNA deacylase Q8IIS0 DTD_PLAF7 Plasmodium falciparum 3 0.8956
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8921
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 3 0.8921
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8875
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.8875
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.8843
S-adenosylmethionine decarboxylase proenzyme P17707 DCAM_HUMAN Homo sapiens 3 0.8843
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8833
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8833
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8574
Capsid protein Q9WBP8 Q9WBP8_9VIRU Adeno-associated virus - 1 3 0.8574
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8495
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8495
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8493
Pancreatic alpha-amylase P04746 AMYP_HUMAN Homo sapiens 3 0.8493
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8464
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8464
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8386
rRNA N-glycosylase D9J2T9 D9J2T9_MOMBA Momordica balsamina 3 0.8386
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.8357
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.8357
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8303
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8303
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8230
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8230
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8161
Homoserine dehydrogenase P31116 DHOM_YEAST Saccharomyces cerevisiae 4 0.8161
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8152
Protein ppBat Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron VPI-5482 3 0.8152
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8146
Glycogen phosphorylase, muscle form P00489 PYGM_RABIT Oryctolagus cuniculus 3 0.8146
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8131
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8131
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8093
Uracil phosphoribosyltransferase Q26998 UPP_TOXGO Toxoplasma gondii 3 0.8093
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8071
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.8071
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.8064
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 3 0.8064
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7997
MAP kinase-activated protein kinase 2 P49137 MAPK2_HUMAN Homo sapiens 3 0.7997
GTP 3',8-cyclase P69848 MOAA_STAA8 Staphylococcus aureus 4 0.7889
GTP 3',8-cyclase P69848 MOAA_STAA8 Staphylococcus aureus 4 0.7889
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7861
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7861
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7813
Histone deacetylase 4 P56524 HDAC4_HUMAN Homo sapiens 3 0.7813
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7753
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7753
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7751
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7751
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7721
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7721
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7701
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7701
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 4 0.7691
Cyclin-dependent kinase 9 P50750 CDK9_HUMAN Homo sapiens 4 0.7691
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7690
Ephrin type-B receptor 2 P54763 EPHB2_MOUSE Mus musculus 3 0.7690
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.7669
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.7669
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7665
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7665
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7627
Transcriptional regulator, PadR-like family A2RI36 A2RI36_LACLM Lactococcus lactis subsp. cremoris 3 0.7627
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7587
Serine/threonine-protein kinase 10 O94804 STK10_HUMAN Homo sapiens 3 0.7587
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7523
Serine/threonine-protein kinase SKY1 Q03656 SKY1_YEAST Saccharomyces cerevisiae 3 0.7523
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7495
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform O02697 PK3CG_PIG Sus scrofa 5 0.7495
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7492
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7492
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7448
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7448
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7440
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7440
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7435
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.7435
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7398
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7398
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7390
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7390
Phosphodiesterase Q53I60 Q53I60_TRYCR Trypanosoma cruzi 4 0.7366
Phosphodiesterase Q53I60 Q53I60_TRYCR Trypanosoma cruzi 4 0.7366
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 4 0.7364
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 4 0.7364
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7351
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7351
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7343
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7343
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7328
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7328
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7297
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7297
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7292
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.7292
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7284
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7284
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7266
Epidermal growth factor receptor P00533 EGFR_HUMAN Homo sapiens 3 0.7266
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7260
NADPH--cytochrome P450 reductase P00388 NCPR_RAT Rattus norvegicus 4 0.7260
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7246
Bromodomain-containing protein 2 P25440 BRD2_HUMAN Homo sapiens 3 0.7246
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7231
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7231
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7201
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7201
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7187
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7187
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7145
Gag-Pol polyprotein P03367 POL_HV1BR Human immunodeficiency virus type 1 group M subtype B 3 0.7145
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7132
Leucoanthocyanidin dioxygenase Q96323 LDOX_ARATH Arabidopsis thaliana 5 0.7132
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7087
4-hydroxyphenylacetate 3-monooxygenase Q8YHT7 Q8YHT7_BRUME Brucella melitensis biotype 1 2 0.7087
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7079
Fibroblast growth factor receptor 2 P21802 FGFR2_HUMAN Homo sapiens 3 0.7079
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7077
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7077
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7061
Small heat shock protein StHsp14.0 Q970D9 Q970D9_SULTO Sulfurisphaera tokodaii 3 0.7061
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7031
Methylmalonyl-CoA decarboxylase P52045 SCPB_ECOLI Escherichia coli 3 0.7031
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 5 0.7030
Tyrosine-protein kinase SYK P43405 KSYK_HUMAN Homo sapiens 5 0.7030
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7026
Neuropilin-1 O14786 NRP1_HUMAN Homo sapiens 3 0.7026
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 4 0.7019
Methyltransferase D0VX01 D0VX01_WSLV Wesselsbron virus 4 0.7019
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7018
Type II methyltransferase M.TaqI P14385 MTTA_THEAQ Thermus aquaticus 3 0.7018

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