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Tephrokaempferoside

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

Canonical Smiles	O=C(OC1[C@@H](OC([C@H]([C@@H]1O)O)CO[C@@H]1OC(C)[C@@H]([C@@H](C1O)O)O)Oc1c(oc2c(c1=O)c(O)cc(c2)O[C@@H]1OC(C)[C@@H]([C@@H](C1O)O)O)c1ccc(cc1)O)/C=C/c1ccc(cc1)O
InChI	InChI=1S/C42H46O21/c1-16-28(47)32(51)35(54)40(57-16)56-15-25-30(49)34(53)39(62-26(46)12-5-18-3-8-20(43)9-4-18)42(61-25)63-38-31(50)27-23(45)13-22(59-41-36(55)33(52)29(48)17(2)58-41)14-24(27)60-37(38)19-6-10-21(44)11-7-19/h3-14,16-17,25,28-30,32-36,39-45,47-49,51-55H,15H2,1-2H3/b12-5+/t16?,17?,25?,28-,29-,30+,32-,33-,34-,35?,36?,39?,40+,41-,42-/m0/s1
InChIKey	IRBQHGVGUAILGS-YDNXGCCGSA-N
Formula	C₄₂H₄₆O₂₁
HBA	21
HBD	11
MW	886.81
Rotatable Bonds	11
TPSA	334.42
LogP	-0.92
Number Rings	7
Number Aromatic Rings	4
Heavy Atom Count	63
Formal Charge	0
Fraction CSP3	0.43
Exact Mass	886.25
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Tephrosia preussii	Leguminosae/Fabaceae	Plantae	3092008
2	Tephrosia preussi	Leguminosae/Fabaceae	Plantae	1368159

Showing of synonyms

Mba Nguekeu YM, Awouafack MD, et al. (2017). A kaempferol triglycoside from Tephrosia preussii Taub. (Fabaceae).. Natural product research,2017, 31(21), 2520-2526. [View] [PubMed]

No compound-protein relationship available.

SMILES: O1CCCCC1OCC2CCC(OC(=O)C=Cc3ccccc3)C(O2)Oc(c4=O)c(-c5ccccc5)oc(c46)cc(cc6)OC7CCCCO7

Level: 5

Mol. Weight: 886.81 g/mol

SMILES: O1CCCCC1OCC2CCC(OC(=O)C=Cc3ccccc3)C(O2)Oc(c4=O)coc(c45)cc(cc5)OC6CCCCO6

Level: 4

Mol. Weight: 886.81 g/mol

SMILES: c1ccccc1C=CC(=O)OC(C(O2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5)CCC2COC6CCCCO6

Level: 4

Mol. Weight: 886.81 g/mol

SMILES: c1ccccc1C=CC(=O)OC2C(OCCC2)Oc(c3=O)c(-c4ccccc4)oc(c35)cc(cc5)OC6CCCCO6

Level: 4

Mol. Weight: 886.81 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)c(-c4ccccc4)oc(c35)cc(cc5)OC6CCCCO6

Level: 4

Mol. Weight: 886.81 g/mol

SMILES: c1ccccc1C=CC(=O)OC(C(O2)Oc(c3=O)coc(c34)cccc4)CCC2COC5CCCCO5

Level: 3

Mol. Weight: 886.81 g/mol

SMILES: c1ccccc1C=CC(=O)OC2C(OCCC2)Oc(c3=O)coc(c34)cc(cc4)OC5CCCCO5

Level: 3

Mol. Weight: 886.81 g/mol

SMILES: c1ccccc1C=CC(=O)OC2C(OCCC2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 886.81 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)coc(c34)cc(cc4)OC5CCCCO5

Level: 3

Mol. Weight: 886.81 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)c(-c4ccccc4)oc(c35)cccc5

Level: 3

Mol. Weight: 886.81 g/mol

SMILES: O1CCCCC1Oc(cc2)cc(c23)oc(-c4ccccc4)c(c3=O)OC5CCCCO5

Level: 3

Mol. Weight: 886.81 g/mol

SMILES: c1ccccc1C=CC(=O)OC2C(OCCC2)Oc(c3=O)coc(c34)cccc4

Level: 2

Mol. Weight: 886.81 g/mol

SMILES: O1CCCCC1OCC2CCCC(O2)Oc(c3=O)coc(c34)cccc4

Level: 2

Mol. Weight: 886.81 g/mol

SMILES: c1ccccc1C=CC(=O)OC(CO2)CCC2COC3CCCCO3

Level: 2

Mol. Weight: 886.81 g/mol

SMILES: O1CCCCC1Oc(cc2)cc(c23)occ(c3=O)OC4CCCCO4

Level: 2

Mol. Weight: 886.81 g/mol

SMILES: c1ccccc1-c(cc2=O)oc(c23)cc(cc3)OC4CCCCO4

Level: 2

Mol. Weight: 886.81 g/mol

SMILES: c1cccc(c12)oc(-c3ccccc3)c(c2=O)OC4CCCCO4

Level: 2

Mol. Weight: 886.81 g/mol

SMILES: c1cccc(c12)occ(c2=O)OC3CCCCO3

Level: 1

Mol. Weight: 886.81 g/mol

SMILES: O=c1ccoc(c12)cc(cc2)OC3CCCCO3

Level: 1

Mol. Weight: 886.81 g/mol

SMILES: C1OCCCC1OC(=O)C=Cc2ccccc2

Level: 1

Mol. Weight: 886.81 g/mol

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

Level: 1

Mol. Weight: 886.81 g/mol

SMILES: O1CCCCC1COC2CCCCO2

Level: 1

Mol. Weight: 886.81 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 886.81 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 886.81 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 886.81 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.6
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 1092.14
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 143540.7

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.79
Plasma Protein Binding: 47.8
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: 5.92
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Toxic
Bee: Safe
Bioconcentration Factor: -3333.24
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.88
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 4.08
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: -260517505.1
Rat (Acute): 2.46
Rat (Chronic Oral): 5.49
Fathead Minnow: 328856.92
Respiratory Disease: Safe
Skin Sensitisation: Toxic
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Toxic

General Properties

Boiling Point: 29293388.0
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -4.41
Log(P): 1.38
Log S: -5.54
Log(Vapor Pressure): -964564.9
Melting Point: 253.67
pKa Acid: -6966.2
pKa Basic: -34.56

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.9548
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.9407
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8914
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8811
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.8601
Serine/threonine-protein kinase 10	O94804	STK10_HUMAN	Homo sapiens	3	0.8530
Protein S100-A13	Q99584	S10AD_HUMAN	Homo sapiens	3	0.8420
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.8364
Urokinase-type plasminogen activator	P00749	UROK_HUMAN	Homo sapiens	3	0.8315
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.8230
Urokinase-type plasminogen activator	P00749	UROK_HUMAN	Homo sapiens	3	0.8207
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8175
Aldos-2-ulose dehydratase	P84193	AUD_PHACH	Phanerodontia chrysosporium	3	0.8168
Botulinum neurotoxin type A	P0DPI0	BXA1_CLOBO	Clostridium botulinum	3	0.8148
Rhodopsin kinase GRK1	P28327	GRK1_BOVIN	Bos taurus	3	0.7945
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.7945
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7939
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	3	0.7934
Dipeptidyl peptidase 4	P27487	DPP4_HUMAN	Homo sapiens	3	0.7824
Phosphodiesterase	Q8WQX9	Q8WQX9_9TRYP	Trypanosoma brucei	4	0.7820
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7820
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7810
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	4	0.7806
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7771
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7698
Pteridine reductase	O76290	O76290_TRYBB	Trypanosoma brucei brucei	3	0.7679
Catechol O-methyltransferase	P22734	COMT_RAT	Rattus norvegicus	3	0.7647
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7582
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7581
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7510
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7440
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7408
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	4	0.7397
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7369
2-aminohexano-6-lactam racemase	Q7M181	ACLR_ACHOB	Achromobacter obae	2	0.7314
Proto-oncogene tyrosine-protein kinase Src	P00523	SRC_CHICK	Gallus gallus	3	0.7276
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7271
Beta-lactamase	P00811	AMPC_ECOLI	Escherichia coli	3	0.7234
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7234
Valacyclovir hydrolase	Q86WA6	BPHL_HUMAN	Homo sapiens	3	0.7214
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7188
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	2	0.7187
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7164
Catechol O-methyltransferase	P22734	COMT_RAT	Rattus norvegicus	3	0.7141
Norsolorinic acid synthase	Q12053	AFLC_ASPPU	Aspergillus parasiticus	2	0.7137
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7108
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9QYJ6	PDE10_RAT	Rattus norvegicus	3	0.7098
Beta-lactamase	P00811	AMPC_ECOLI	Escherichia coli	3	0.7091
Type II methyltransferase M.TaqI	P14385	MTTA_THEAQ	Thermus aquaticus	3	0.7058
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7031
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7030
Type II methyltransferase M.TaqI	P14385	MTTA_THEAQ	Thermus aquaticus	3	0.7008
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	4	0.7006
Formate--tetrahydrofolate ligase	P21164	FTHS_MOOTH	Moorella thermoacetica	2	0.7006

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