[(2R,3S,4R,5R,6S)-6-[(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5,8-dihydroxy-4-oxochromen-7-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

Details

• Internal ID: 60c93839-721e-4be7-ad90-0fee3e04b381
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: [(2R,3S,4R,5R,6S)-6-[(2S,3R,4S,5S,6R)-2-[2-(3,4-dihydroxyphenyl)-5,8-dihydroxy-4-oxochromen-7-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(C4=C(C(=C3)O)C(=O)C=C(O4)C5=CC(=C(C=C5)O)O)O)CO)O)O)O)O)O
• SMILES (Isomeric): CC(=O)OC[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(C4=C(C(=C3)O)C(=O)C=C(O4)C5=CC(=C(C=C5)O)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C29H32O18/c1-9(31)42-8-18-21(37)23(39)25(41)28(46-18)47-27-24(40)20(36)17(7-30)45-29(27)44-16-6-14(35)19-13(34)5-15(43-26(19)22(16)38)10-2-3-11(32)12(33)4-10/h2-6,17-18,20-21,23-25,27-30,32-33,35-41H,7-8H2,1H3/t17-,18-,20-,21-,23-,24+,25-,27-,28+,29-/m1/s1
• InChI Key: HLGKHCVGTSTFAJ-KXWFOMFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₈
• Molecular Weight: 668.60 g/mol
• Exact Mass: 668.15886417 g/mol
• Topological Polar Surface Area (TPSA): 292.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -2.14
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5167	51.67%
Caco-2	-	0.9125	91.25%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6079	60.79%
OATP2B1 inhibitior	-	0.7112	71.12%
OATP1B1 inhibitior	+	0.8676	86.76%
OATP1B3 inhibitior	+	0.9720	97.20%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.4757	47.57%
P-glycoprotein inhibitior	-	0.5648	56.48%
P-glycoprotein substrate	-	0.5909	59.09%
CYP3A4 substrate	+	0.6608	66.08%
CYP2C9 substrate	+	0.5402	54.02%
CYP2D6 substrate	-	0.8751	87.51%
CYP3A4 inhibition	-	0.9645	96.45%
CYP2C9 inhibition	-	0.9249	92.49%
CYP2C19 inhibition	-	0.9177	91.77%
CYP2D6 inhibition	-	0.9637	96.37%
CYP1A2 inhibition	-	0.9041	90.41%
CYP2C8 inhibition	+	0.7043	70.43%
CYP inhibitory promiscuity	-	0.8547	85.47%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7100	71.00%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9158	91.58%
Skin irritation	-	0.8379	83.79%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.5164	51.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7181	71.81%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.7787	77.87%
skin sensitisation	-	0.9299	92.99%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8617	86.17%
Acute Oral Toxicity (c)	III	0.5287	52.87%
Estrogen receptor binding	+	0.8293	82.93%
Androgen receptor binding	+	0.6499	64.99%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5792	57.92%
Aromatase binding	+	0.6400	64.00%
PPAR gamma	+	0.7186	71.86%
Honey bee toxicity	-	0.6682	66.82%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9188	91.88%

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	99.63%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.82%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.13%	89.00%
CHEMBL2581	P07339	Cathepsin D	96.52%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.13%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.76%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.44%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.40%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.91%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.70%	99.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.26%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.19%	96.09%
CHEMBL3194	P02766	Transthyretin	86.59%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.24%	96.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.98%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.20%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.19%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	80.98%	92.50%

Plants that contains it

• Sideritis brevibracteata
• Sideritis hyssopifolia
• Sideritis lanata
• Stachys anisochila

Cross-Links

• PubChem: 10394677
• LOTUS: LTS0016641
• wikiData: Q104667868