7-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5R,6S)-3,4-dihydroxy-5,6-dimethyloxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one

Details

• Internal ID: 064f4709-3919-4dc0-9e49-8c45ce0e5302
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 7-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5R,6S)-3,4-dihydroxy-5,6-dimethyloxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one
• SMILES (Canonical): CC1C(OC(C(C1O)O)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)OC)O)O)O)O)C
• SMILES (Isomeric): C[C@H]1[C@@H](O[C@H]([C@@H]([C@@H]1O)O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC(=C(C=C5)O)OC)O)O)O)O)C
• InChI: InChI=1S/C29H34O14/c1-11-12(2)40-28(26(36)23(11)33)39-10-21-24(34)25(35)27(37)29(43-21)41-14-7-16(31)22-17(32)9-18(42-20(22)8-14)13-4-5-15(30)19(6-13)38-3/h4-9,11-12,21,23-31,33-37H,10H2,1-3H3/t11-,12-,21+,23+,24+,25-,26+,27+,28+,29+/m0/s1
• InChI Key: JUCNAMYFMGNAPK-SLQYBSPQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₁₄
• Molecular Weight: 606.60 g/mol
• Exact Mass: 606.19485575 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.19
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4796	47.96%
Caco-2	-	0.8972	89.72%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6680	66.80%
OATP2B1 inhibitior	-	0.5724	57.24%
OATP1B1 inhibitior	+	0.9113	91.13%
OATP1B3 inhibitior	+	0.9137	91.37%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7424	74.24%
P-glycoprotein inhibitior	-	0.7185	71.85%
P-glycoprotein substrate	+	0.7040	70.40%
CYP3A4 substrate	+	0.5873	58.73%
CYP2C9 substrate	-	0.7394	73.94%
CYP2D6 substrate	-	0.8524	85.24%
CYP3A4 inhibition	-	0.9310	93.10%
CYP2C9 inhibition	-	0.9351	93.51%
CYP2C19 inhibition	-	0.9301	93.01%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.9113	91.13%
CYP2C8 inhibition	+	0.7930	79.30%
CYP inhibitory promiscuity	-	0.6965	69.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6809	68.09%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9220	92.20%
Skin irritation	-	0.8382	83.82%
Skin corrosion	-	0.9635	96.35%
Ames mutagenesis	-	0.6292	62.92%
Human Ether-a-go-go-Related Gene inhibition	+	0.6751	67.51%
Micronuclear	+	0.7192	71.92%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9454	94.54%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8941	89.41%
Acute Oral Toxicity (c)	III	0.6850	68.50%
Estrogen receptor binding	+	0.7725	77.25%
Androgen receptor binding	+	0.5296	52.96%
Thyroid receptor binding	+	0.5197	51.97%
Glucocorticoid receptor binding	+	0.6392	63.92%
Aromatase binding	+	0.5903	59.03%
PPAR gamma	+	0.7310	73.10%
Honey bee toxicity	-	0.7260	72.60%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5749	57.49%
Fish aquatic toxicity	+	0.8533	85.33%

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	99.31%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.46%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.01%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.69%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.21%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.19%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.57%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.43%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	91.30%	91.49%
CHEMBL3194	P02766	Transthyretin	89.80%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	89.17%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.78%	95.56%
CHEMBL1907	P15144	Aminopeptidase N	87.13%	93.31%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.93%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.64%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	86.00%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.57%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.57%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.95%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.28%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.55%	90.71%

Plants that contains it

• Caucalis platycarpos
• Monarda didyma

Cross-Links

• PubChem: 163092488
• LOTUS: LTS0199116
• wikiData: Q105281910