3-[5-[3,4-Dihydroxy-5-(1-hydroxyethyl)oxolan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

Details

• Internal ID: 4128e86b-32d3-4cb2-8ad2-b219a19bcb8b
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[5-[3,4-dihydroxy-5-(1-hydroxyethyl)oxolan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): CC(C1C(C(C(O1)OC2C(OC(C(C2O)O)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)CO)O)O)O
• SMILES (Isomeric): CC(C1C(C(C(O1)OC2C(OC(C(C2O)O)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)CO)O)O)O
• InChI: InChI=1S/C27H30O15/c1-9(29)22-18(34)20(36)27(40-22)41-24-15(8-28)39-26(21(37)19(24)35)42-25-17(33)16-13(32)6-12(31)7-14(16)38-23(25)10-2-4-11(30)5-3-10/h2-7,9,15,18-22,24,26-32,34-37H,8H2,1H3
• InChI Key: IQCCUSYNJKDRPK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₅
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.15847025 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.39
• H-Bond Acceptor: 15
• 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	+	0.6565	65.65%
Caco-2	-	0.9229	92.29%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7627	76.27%
OATP2B1 inhibitior	-	0.5600	56.00%
OATP1B1 inhibitior	+	0.8834	88.34%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7244	72.44%
P-glycoprotein inhibitior	-	0.6074	60.74%
P-glycoprotein substrate	-	0.5202	52.02%
CYP3A4 substrate	+	0.6665	66.65%
CYP2C9 substrate	-	0.6986	69.86%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.7667	76.67%
CYP2C9 inhibition	-	0.7344	73.44%
CYP2C19 inhibition	-	0.8052	80.52%
CYP2D6 inhibition	-	0.9082	90.82%
CYP1A2 inhibition	-	0.8024	80.24%
CYP2C8 inhibition	+	0.7376	73.76%
CYP inhibitory promiscuity	+	0.6341	63.41%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5909	59.09%
Eye corrosion	-	0.9920	99.20%
Eye irritation	-	0.8965	89.65%
Skin irritation	-	0.8144	81.44%
Skin corrosion	-	0.9561	95.61%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4584	45.84%
Micronuclear	+	0.6733	67.33%
Hepatotoxicity	-	0.5821	58.21%
skin sensitisation	-	0.8852	88.52%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8319	83.19%
Acute Oral Toxicity (c)	III	0.6492	64.92%
Estrogen receptor binding	+	0.8118	81.18%
Androgen receptor binding	+	0.7331	73.31%
Thyroid receptor binding	+	0.5366	53.66%
Glucocorticoid receptor binding	+	0.5697	56.97%
Aromatase binding	+	0.6650	66.50%
PPAR gamma	+	0.7402	74.02%
Honey bee toxicity	-	0.6881	68.81%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7250	72.50%
Fish aquatic toxicity	+	0.8609	86.09%

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	99.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.93%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.83%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	94.22%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.63%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.00%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.94%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.52%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.44%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.15%	95.64%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.56%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.55%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.07%	86.33%
CHEMBL242	Q92731	Estrogen receptor beta	85.78%	98.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.62%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.99%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.04%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.14%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.84%	90.00%
CHEMBL3194	P02766	Transthyretin	80.34%	90.71%

Plants that contains it

• Rosa multiflora

Cross-Links

• PubChem: 162953752
• LOTUS: LTS0028015
• wikiData: Q105117686