3-[3,4-Dihydroxy-5-(1-hydroxyethyl)oxolan-2-yl]oxy-7-[5-[1-[3,4-dihydroxy-5-(1-hydroxyethyl)oxolan-2-yl]oxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one

Details

• Internal ID: 4117c74d-0d2b-4f5b-82fc-7e24b732fc69
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
• IUPAC Name: 3-[3,4-dihydroxy-5-(1-hydroxyethyl)oxolan-2-yl]oxy-7-[5-[1-[3,4-dihydroxy-5-(1-hydroxyethyl)oxolan-2-yl]oxyethyl]-3,4-dihydroxyoxolan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): CC(C1C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)OC4C(C(C(O4)C(C)OC5C(C(C(O5)C(C)O)O)O)O)O)C6=CC=C(C=C6)O)O)O)O
• SMILES (Isomeric): CC(C1C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)OC4C(C(C(O4)C(C)OC5C(C(C(O5)C(C)O)O)O)O)O)C6=CC=C(C=C6)O)O)O)O
• InChI: InChI=1S/C33H40O18/c1-10(34)26-20(39)23(42)31(48-26)45-12(3)28-22(41)25(44)32(50-28)46-15-8-16(37)18-17(9-15)47-29(13-4-6-14(36)7-5-13)30(19(18)38)51-33-24(43)21(40)27(49-33)11(2)35/h4-12,20-28,31-37,39-44H,1-3H3
• InChI Key: FHQXXYKYVBLRPG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₀O₁₈
• Molecular Weight: 724.70 g/mol
• Exact Mass: 724.22146442 g/mol
• Topological Polar Surface Area (TPSA): 284.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -1.86
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8717	87.17%
Caco-2	-	0.8891	88.91%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7444	74.44%
OATP2B1 inhibitior	-	0.5658	56.58%
OATP1B1 inhibitior	+	0.9188	91.88%
OATP1B3 inhibitior	-	0.2410	24.10%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8894	88.94%
P-glycoprotein inhibitior	-	0.4486	44.86%
P-glycoprotein substrate	-	0.5690	56.90%
CYP3A4 substrate	+	0.6575	65.75%
CYP2C9 substrate	-	0.7354	73.54%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.5571	55.71%
CYP2C9 inhibition	-	0.8428	84.28%
CYP2C19 inhibition	-	0.6928	69.28%
CYP2D6 inhibition	-	0.8846	88.46%
CYP1A2 inhibition	-	0.5526	55.26%
CYP2C8 inhibition	+	0.7492	74.92%
CYP inhibitory promiscuity	+	0.6444	64.44%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4118	41.18%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9047	90.47%
Skin irritation	-	0.7490	74.90%
Skin corrosion	-	0.9559	95.59%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7346	73.46%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.8793	87.93%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6710	67.10%
Acute Oral Toxicity (c)	III	0.4184	41.84%
Estrogen receptor binding	+	0.7433	74.33%
Androgen receptor binding	+	0.6834	68.34%
Thyroid receptor binding	+	0.5457	54.57%
Glucocorticoid receptor binding	+	0.5753	57.53%
Aromatase binding	-	0.5165	51.65%
PPAR gamma	+	0.6767	67.67%
Honey bee toxicity	-	0.7380	73.80%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7050	70.50%
Fish aquatic toxicity	+	0.9700	97.00%

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	99.16%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.60%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.98%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.01%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.08%	99.15%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	93.94%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	93.34%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.01%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.42%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.88%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.26%	94.45%
CHEMBL242	Q92731	Estrogen receptor beta	87.87%	98.35%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.32%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.75%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.87%	95.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.84%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.41%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.98%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.69%	99.17%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.99%	93.65%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.50%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.16%	99.23%

Plants that contains it

• Macroptilium atropurpureum

Cross-Links

• PubChem: 162936032
• LOTUS: LTS0240487
• wikiData: Q104995429