6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-8-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,7-dimethoxychromen-4-one

Details

• Internal ID: 55319d25-db91-4e09-b1b2-f7c7206c633f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
• IUPAC Name: 6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-8-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-3,7-dimethoxychromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(C(=C4C(=C3)C(=O)C(=C(O4)C5=CC(=C(C=C5)OC)O)OC)O)OC)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C(C(=C4C(=C3)C(=O)C(=C(O4)C5=CC(=C(C=C5)OC)O)OC)O)OC)CO)O)O)O)O)O
• InChI: InChI=1S/C30H36O17/c1-10-17(33)20(36)22(38)29(43-10)47-28-21(37)19(35)16(9-31)45-30(28)44-15-8-12-18(34)27(42-4)24(46-25(12)23(39)26(15)41-3)11-5-6-14(40-2)13(32)7-11/h5-8,10,16-17,19-22,28-33,35-39H,9H2,1-4H3/t10-,16+,17-,19+,20+,21-,22+,28+,29-,30+/m0/s1
• InChI Key: HBVMIEYBEMIZKK-YTNMTGJZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆O₁₇
• Molecular Weight: 668.60 g/mol
• Exact Mass: 668.19524968 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.07
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5088	50.88%
Caco-2	-	0.8869	88.69%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6030	60.30%
OATP2B1 inhibitior	-	0.5788	57.88%
OATP1B1 inhibitior	+	0.9048	90.48%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5206	52.06%
P-glycoprotein inhibitior	-	0.5211	52.11%
P-glycoprotein substrate	+	0.6100	61.00%
CYP3A4 substrate	+	0.6493	64.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8383	83.83%
CYP3A4 inhibition	-	0.9371	93.71%
CYP2C9 inhibition	-	0.9410	94.10%
CYP2C19 inhibition	-	0.9438	94.38%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.9134	91.34%
CYP2C8 inhibition	+	0.7427	74.27%
CYP inhibitory promiscuity	-	0.7474	74.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7050	70.50%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9204	92.04%
Skin irritation	-	0.8406	84.06%
Skin corrosion	-	0.9638	96.38%
Ames mutagenesis	-	0.5337	53.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6572	65.72%
Micronuclear	+	0.6433	64.33%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.9409	94.09%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9485	94.85%
Acute Oral Toxicity (c)	III	0.6685	66.85%
Estrogen receptor binding	+	0.8442	84.42%
Androgen receptor binding	-	0.5185	51.85%
Thyroid receptor binding	+	0.5581	55.81%
Glucocorticoid receptor binding	+	0.6771	67.71%
Aromatase binding	+	0.6164	61.64%
PPAR gamma	+	0.7246	72.46%
Honey bee toxicity	-	0.7318	73.18%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7605	76.05%

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	99.68%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.64%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.51%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	97.03%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.74%	86.33%
CHEMBL2581	P07339	Cathepsin D	94.09%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.52%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.70%	99.17%
CHEMBL1937	Q92769	Histone deacetylase 2	88.67%	94.75%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.11%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.10%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.54%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.22%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.71%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.22%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.94%	92.94%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.85%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	82.24%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.38%	92.62%

Plants that contains it

• Tridax procumbens

Cross-Links

• PubChem: 162985182
• LOTUS: LTS0261254
• wikiData: Q105025508