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Kaempferol 7-diglucoside-3-p-coumaryl-glucoside

Family: Plantae - Leguminosae/Fabaceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Flavonoid Glycoside

Canonical Smiles	OC[C@H]1OC(OC2(O)O[C@H](COc3c(O)cc4c(c3O)c(=O)c(c(o4)c3ccc(cc3)O)O)[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)OOC[C@H]1OC(OC/C=C/c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O)O
InChI	InChI=1S/C42H48O25/c43-13-22-28(49)38(67-61-15-23-26(47)31(52)34(55)40(64-23)59-11-1-2-16-3-7-18(44)8-4-16)35(56)41(63-22)66-42(58)39(57)33(54)27(48)24(65-42)14-60-37-20(46)12-21-25(30(37)51)29(50)32(53)36(62-21)17-5-9-19(45)10-6-17/h1-10,12,22-24,26-28,31,33-35,38-41,43-49,51-58H,11,13-15H2/b2-1+/t22-,23-,24-,26-,27-,28-,31+,33+,34-,35-,38+,39-,40?,41?,42?/m1/s1
InChIKey	CIAWMLGRPHDVGD-NTAWYOKBSA-N
Formula	C₄₂H₄₈O₂₅
HBA	25
HBD	15
MW	952.82
Rotatable Bonds	15
TPSA	407.5
LogP	-3.2
Number Rings	7
Number Aromatic Rings	4
Heavy Atom Count	67
Formal Charge	0
Fraction CSP3	0.45
Exact Mass	952.25
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Trigonella glabra thunb	Leguminosae/Fabaceae	Plantae	78532
2	Trigonella stellata	Leguminosae/Fabaceae	Plantae	119388

Showing of synonyms

Kawashty S.A, Abdalla M.F, et al. (1998). The chemosystematics of Egyptian Trigonella species. Kawashty1998TheCO, 1998, 26, 851-856. [View]

No compound-protein relationship available.

SMILES: c1ccccc1C=CCOC(O2)CCCC2COOC3CC(OCC3)OC(O4)CCCC4COc(c5)ccc(c56)oc(cc6=O)-c7ccccc7

Level: 5

Mol. Weight: 952.82 g/mol

SMILES: c1ccccc1C=CCOC(O2)CCCC2COOC3CC(OCC3)OC(O4)CCCC4COc(c5)ccc(c56)occc6=O

Level: 4

Mol. Weight: 952.82 g/mol

SMILES: c1ccccc1-c(cc2=O)oc(c23)ccc(c3)OCC4CCCC(O4)OC(OCC5)CC5OOCC6CCCCO6

Level: 4

Mol. Weight: 952.82 g/mol

SMILES: O=c1ccoc(c12)ccc(c2)OCC3CCCC(O3)OC(OCC4)CC4OOCC5CCCCO5

Level: 3

Mol. Weight: 952.82 g/mol

SMILES: c1ccccc1C=CCOC(O2)CCCC2COOC3CC(OCC3)OC4CCCCO4

Level: 3

Mol. Weight: 952.82 g/mol

SMILES: O1CCCCC1OC(O2)CCCC2COc(c3)ccc(c34)oc(cc4=O)-c5ccccc5

Level: 3

Mol. Weight: 952.82 g/mol

SMILES: O=c1ccoc(c12)ccc(c2)OCC3CCCC(O3)OC4CCCCO4

Level: 2

Mol. Weight: 952.82 g/mol

SMILES: c1ccccc1C=CCOC(O2)CCCC2COOC3CCOCC3

Level: 2

Mol. Weight: 952.82 g/mol

SMILES: O1CCCCC1COc(c2)ccc(c23)oc(cc3=O)-c4ccccc4

Level: 2

Mol. Weight: 952.82 g/mol

SMILES: O1CCCCC1COOC2CC(OCC2)OC3CCCCO3

Level: 2

Mol. Weight: 952.82 g/mol

SMILES: O1CCCCC1COc(c2)ccc(c23)occc3=O

Level: 1

Mol. Weight: 952.82 g/mol

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

Level: 1

Mol. Weight: 952.82 g/mol

SMILES: c1ccccc1C=CCOC2CCCCO2

Level: 1

Mol. Weight: 952.82 g/mol

SMILES: O1CCCCC1COOC2CCOCC2

Level: 1

Mol. Weight: 952.82 g/mol

SMILES: O1CCCCC1OC2CCCCO2

Level: 1

Mol. Weight: 952.82 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 952.82 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 952.82 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 952.82 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.49
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 6978.65
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: 912988.64

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.53
Plasma Protein Binding: 28.42
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: 5.2
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -21222.9
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.57
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 4.05
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: -1657023540.62
Rat (Acute): 2.57
Rat (Chronic Oral): 6.27
Fathead Minnow: 2091648.98
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 186360594.35
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -93.11
Log(P): -1.74
Log S: -5.02
Log(Vapor Pressure): -6136681.4
Melting Point: 200.36
pKa Acid: -44652.4
pKa Basic: -340.93

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.9567
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.9284
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.9266
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.9214
ATP synthase subunit alpha, mitochondrial	P19483	ATPA_BOVIN	Bos taurus	3	0.9103
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	5	0.9045
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.9036
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.9005
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8965
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8923
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	5	0.8915
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8865
Bromodomain adjacent to zinc finger domain protein 2B	Q9UIF8	BAZ2B_HUMAN	Homo sapiens	3	0.8823
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.8821
Dihydrofolate reductase	P00378	DYR_CHICK	Gallus gallus	3	0.8810
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.8800
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.8786
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.8746
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	3	0.8673
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	4	0.8605
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	4	0.8558
Glycogen phosphorylase, muscle form	P00489	PYGM_RABIT	Oryctolagus cuniculus	3	0.8528
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	5	0.8460
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.8452
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	4	0.8447
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.8383
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.8278
Valacyclovir hydrolase	Q86WA6	BPHL_HUMAN	Homo sapiens	3	0.8235
Cyclin-dependent kinase 5	Q00535	CDK5_HUMAN	Homo sapiens	5	0.8218
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8176
Major strawberry allergen Fra a 1-3	D0E0C7	FRA13_FRAAN	Fragaria ananassa	5	0.8132
Pteridine reductase	O76290	O76290_TRYBB	Trypanosoma brucei brucei	3	0.8099
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8048
Serine/threonine-protein kinase SKY1	Q03656	SKY1_YEAST	Saccharomyces cerevisiae	3	0.8032
Tetracycline repressor protein class H	P51561	TETR8_PASMD	Pasteurella multocida	3	0.8022
Fibroblast growth factor receptor 1	P11362	FGFR1_HUMAN	Homo sapiens	3	0.7999
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	4	0.7956
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7944
Genome polyprotein	O92972	POLG_HCVJ4	Hepatitis C virus genotype 1b	3	0.7920
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.7901
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	4	0.7861
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	5	0.7860
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7855
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7813
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	4	0.7806
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	5	0.7757
Histamine N-methyltransferase	P50135	HNMT_HUMAN	Homo sapiens	4	0.7730
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7666
Endoplasmin	P41148	ENPL_CANLF	Canis lupus familiaris	4	0.7646
Caffeoyl-CoA O-methyltransferase	Q40313	CAMT_MEDSA	Medicago sativa	3	0.7642
Alpha-ketoglutarate-dependent dioxygenase FTO	Q9C0B1	FTO_HUMAN	Homo sapiens	3	0.7615
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7597
Protein ppBat	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron VPI-5482	2	0.7597
S-adenosylmethionine decarboxylase proenzyme	P17707	DCAM_HUMAN	Homo sapiens	4	0.7576
17beta-hydroxysteroid dehydrogenase	O93874	O93874_COCLU	Cochliobolus lunatus	4	0.7567
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7559
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7548
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.7546
cGMP-specific 3',5'-cyclic phosphodiesterase	O76074	PDE5A_HUMAN	Homo sapiens	5	0.7543
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.7538
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7529
Chalcone synthase 2	P30074	CHS2_MEDSA	Medicago sativa	5	0.7526
Putative protease I	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron	2	0.7524
Gag-Pol polyprotein	P05896	POL_SIVM1	Simian immunodeficiency virus	4	0.7518
Fibroblast growth factor receptor 2	P21802	FGFR2_HUMAN	Homo sapiens	3	0.7497
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7491
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7463
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7454
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7441
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	4	0.7416
Death-associated protein kinase 1	P53355	DAPK1_HUMAN	Homo sapiens	4	0.7405
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7397
UDP-galactopyranose mutase	Q48485	GLF1_KLEPN	Klebsiella pneumoniae	3	0.7394
Putative secreted protein	C9Z6T8	C9Z6T8_STRSW	Streptomyces scabiei	4	0.7393
Probable bifunctional SAT/APS kinase	O67174	SATC_AQUAE	Aquifex aeolicus	3	0.7369
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7361
Ribonuclease TTHA0252	Q5SLP1	RNSE_THET8	Thermus thermophilus	3	0.7356
Casein kinase II subunit alpha	P28523	CSK2A_MAIZE	Zea mays	4	0.7337
Beta-galactoside-specific lectin 1	P81446	ML1_VISAL	Viscum album	3	0.7325
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.7279
Cytosolic purine 5'-nucleotidase	P49902	5NTC_HUMAN	Homo sapiens	2	0.7241
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7233
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7230
Isoleucine--tRNA ligase	P56690	SYI_THET8	Thermus thermophilus	3	0.7213
Histone-lysine N-methyltransferase SETD7	Q8WTS6	SETD7_HUMAN	Homo sapiens	3	0.7213
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7208
Glycosyltransferase	A4F1R4	A4F1R4_CLITE	Clitoria ternatea	5	0.7205
Lethal(3)malignant brain tumor-like protein 1	Q9Y468	LMBL1_HUMAN	Homo sapiens	3	0.7175
Cyclin-dependent kinase 6	Q00534	CDK6_HUMAN	Homo sapiens	5	0.7174
Catalase-peroxidase	Q3JNW6	KATG_BURP1	Burkholderia pseudomallei	3	0.7174
Cytohesin-2	Q99418	CYH2_HUMAN	Homo sapiens	3	0.7148
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	3	0.7122
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	4	0.7102
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7082
Chalcone--flavanone isomerase 1	P28012	CFI1_MEDSA	Medicago sativa	4	0.7061
Disintegrin and metalloproteinase domain-containing protein 17	P78536	ADA17_HUMAN	Homo sapiens	3	0.7047
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.7045
4-hydroxyphenylacetate 3-monooxygenase	Q8YHT7	Q8YHT7_BRUME	Brucella melitensis biotype 1	2	0.7041
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7018
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7015

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