5-hydroxy-2-[4-hydroxy-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]-7-methoxychromen-4-one

Details

• Internal ID: 9cff2292-72f2-496e-a5fd-756072439ec4
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 5-hydroxy-2-[4-hydroxy-3-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3S,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]-7-methoxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2=C(C(=CC(=C2)C3=CC(=O)C4=C(C=C(C=C4O3)OC)O)OC5C(C(C(C(O5)CO)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)OC2=C(C(=CC(=C2)C3=CC(=O)C4=C(C=C(C=C4O3)OC)O)O[C@H]5[C@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C28H32O16/c1-9-20(32)23(35)25(37)27(40-9)42-16-3-10(14-7-13(31)19-12(30)5-11(39-2)6-15(19)41-14)4-17(21(16)33)43-28-26(38)24(36)22(34)18(8-29)44-28/h3-7,9,18,20,22-30,32-38H,8H2,1-2H3/t9-,18-,20+,22-,23-,24+,25+,26+,27+,28-/m1/s1
• InChI Key: XAZFTIMXDKKDKR-RZNDHRCBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₆
• Molecular Weight: 624.50 g/mol
• Exact Mass: 624.16903493 g/mol
• Topological Polar Surface Area (TPSA): 255.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.74
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5074	50.74%
Caco-2	-	0.8961	89.61%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6238	62.38%
OATP2B1 inhibitior	-	0.5713	57.13%
OATP1B1 inhibitior	+	0.8714	87.14%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4597	45.97%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.5439	54.39%
CYP3A4 substrate	+	0.5774	57.74%
CYP2C9 substrate	-	0.8740	87.40%
CYP2D6 substrate	-	0.8547	85.47%
CYP3A4 inhibition	-	0.8862	88.62%
CYP2C9 inhibition	-	0.9258	92.58%
CYP2C19 inhibition	-	0.9329	93.29%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.9089	90.89%
CYP2C8 inhibition	+	0.5962	59.62%
CYP inhibitory promiscuity	-	0.7195	71.95%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7238	72.38%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9127	91.27%
Skin irritation	-	0.8305	83.05%
Skin corrosion	-	0.9609	96.09%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4004	40.04%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.9389	93.89%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8999	89.99%
Acute Oral Toxicity (c)	III	0.6799	67.99%
Estrogen receptor binding	+	0.8250	82.50%
Androgen receptor binding	+	0.5527	55.27%
Thyroid receptor binding	+	0.5549	55.49%
Glucocorticoid receptor binding	+	0.6129	61.29%
Aromatase binding	+	0.5372	53.72%
PPAR gamma	+	0.7319	73.19%
Honey bee toxicity	-	0.7315	73.15%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6949	69.49%
Fish aquatic toxicity	+	0.7522	75.22%

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	99.50%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.16%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.32%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.81%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.90%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.31%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.08%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.06%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.91%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	90.37%	91.49%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.91%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.84%	96.09%
CHEMBL3194	P02766	Transthyretin	87.87%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.82%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.65%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.18%	96.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.41%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.18%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.78%	90.71%

Plants that contains it

• Mentha longifolia

Cross-Links

• PubChem: 163067779
• LOTUS: LTS0011656
• wikiData: Q105324245