7-[(3S,4S,5S,6R)-4,5-dihydroxy-6-methyl-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one

Details

• Internal ID: 471ff7d9-cca4-4772-b57f-eba1922b3c91
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(3S,4S,5S,6R)-4,5-dihydroxy-6-methyl-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H]([C@@H](C(O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)O)O)OC5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O
• InChI: InChI=1S/C27H30O14/c1-10-20(32)23(35)25(41-26-24(36)22(34)21(33)18(9-28)40-26)27(37-10)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-8,10,18,20-30,32-36H,9H2,1H3/t10-,18-,20-,21-,22+,23+,24-,25+,26?,27?/m1/s1
• InChI Key: FMTKDBAFFLJGGS-XZZDIUTQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₄
• Molecular Weight: 578.50 g/mol
• Exact Mass: 578.16355563 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -1.10
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5182	51.82%
Caco-2	-	0.9022	90.22%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.7093	70.93%
OATP2B1 inhibitior	-	0.5624	56.24%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9637	96.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8235	82.35%
P-glycoprotein inhibitior	-	0.7326	73.26%
P-glycoprotein substrate	-	0.5607	56.07%
CYP3A4 substrate	+	0.6203	62.03%
CYP2C9 substrate	-	0.6986	69.86%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.9373	93.73%
CYP2C9 inhibition	-	0.9390	93.90%
CYP2C19 inhibition	-	0.9490	94.90%
CYP2D6 inhibition	-	0.9615	96.15%
CYP1A2 inhibition	-	0.9095	90.95%
CYP2C8 inhibition	+	0.6745	67.45%
CYP inhibitory promiscuity	-	0.7369	73.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6533	65.33%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9115	91.15%
Skin irritation	-	0.8247	82.47%
Skin corrosion	-	0.9664	96.64%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4486	44.86%
Micronuclear	+	0.6133	61.33%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9405	94.05%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.9112	91.12%
Acute Oral Toxicity (c)	III	0.6229	62.29%
Estrogen receptor binding	+	0.7519	75.19%
Androgen receptor binding	+	0.6404	64.04%
Thyroid receptor binding	+	0.5240	52.40%
Glucocorticoid receptor binding	+	0.6231	62.31%
Aromatase binding	+	0.6519	65.19%
PPAR gamma	+	0.7754	77.54%
Honey bee toxicity	-	0.6669	66.69%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.7844	78.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.46%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.80%	91.49%
CHEMBL2581	P07339	Cathepsin D	97.38%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.76%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.63%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.15%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	92.07%	94.73%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.07%	97.36%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.98%	99.15%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.77%	86.92%
CHEMBL242	Q92731	Estrogen receptor beta	88.44%	98.35%
CHEMBL3194	P02766	Transthyretin	88.44%	90.71%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.12%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.30%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.26%	96.21%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.77%	95.78%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.77%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.42%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.02%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.34%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.28%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.18%	99.17%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.66%	93.10%

Plants that contains it

• Cynara cardunculus

Cross-Links

• PubChem: 162816969
• LOTUS: LTS0205671
• wikiData: Q104998033