5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-6,7-dihydrochromen-4-one

Details

• Internal ID: 0572da25-5f4c-4982-b869-3e4e532681c3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-6,7-dihydrochromen-4-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(C(C(=C4C3=O)O)OC5C(C(C(C(O5)CO)O)O)O)O)C6=CC=C(C=C6)O)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=C(OC4=CC(C(C(=C4C3=O)O)OC5C(C(C(C(O5)CO)O)O)O)O)C6=CC=C(C=C6)O)O)O)O)O)O)O
• InChI: InChI=1S/C33H42O21/c1-9-17(37)22(42)25(45)31(49-9)48-8-15-19(39)24(44)27(47)33(52-15)54-30-21(41)16-13(50-28(30)10-2-4-11(35)5-3-10)6-12(36)29(20(16)40)53-32-26(46)23(43)18(38)14(7-34)51-32/h2-6,9,12,14-15,17-19,22-27,29,31-40,42-47H,7-8H2,1H3
• InChI Key: URKQJNCUVCVNHH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₄₂O₂₁
• Molecular Weight: 774.70 g/mol
• Exact Mass: 774.22185834 g/mol
• Topological Polar Surface Area (TPSA): 345.00 Ų
• XlogP: -5.00
• Atomic LogP (AlogP): -6.95
• H-Bond Acceptor: 21
• H-Bond Donor: 13
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7388	73.88%
Caco-2	-	0.9127	91.27%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7324	73.24%
OATP2B1 inhibitior	-	0.8481	84.81%
OATP1B1 inhibitior	+	0.8457	84.57%
OATP1B3 inhibitior	+	0.9621	96.21%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6809	68.09%
P-glycoprotein inhibitior	-	0.4453	44.53%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6647	66.47%
CYP2C9 substrate	-	0.8105	81.05%
CYP2D6 substrate	-	0.8738	87.38%
CYP3A4 inhibition	-	0.9556	95.56%
CYP2C9 inhibition	-	0.7527	75.27%
CYP2C19 inhibition	-	0.7441	74.41%
CYP2D6 inhibition	-	0.8894	88.94%
CYP1A2 inhibition	-	0.7860	78.60%
CYP2C8 inhibition	+	0.7035	70.35%
CYP inhibitory promiscuity	+	0.5422	54.22%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6641	66.41%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.8010	80.10%
Skin corrosion	-	0.9498	94.98%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7277	72.77%
Micronuclear	+	0.6133	61.33%
Hepatotoxicity	-	0.6321	63.21%
skin sensitisation	-	0.8550	85.50%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6069	60.69%
Acute Oral Toxicity (c)	III	0.4994	49.94%
Estrogen receptor binding	+	0.7916	79.16%
Androgen receptor binding	+	0.6542	65.42%
Thyroid receptor binding	+	0.5166	51.66%
Glucocorticoid receptor binding	-	0.5237	52.37%
Aromatase binding	+	0.5653	56.53%
PPAR gamma	+	0.7359	73.59%
Honey bee toxicity	-	0.7357	73.57%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6350	63.50%
Fish aquatic toxicity	+	0.9425	94.25%

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	98.51%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.25%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.06%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.95%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	93.93%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.56%	94.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.07%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.49%	99.17%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.92%	97.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.26%	96.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	83.93%	95.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.87%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.55%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.52%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.88%	85.14%

Plants that contains it

• Carthamus tinctorius
• Cynodon dactylon

Cross-Links

• PubChem: 162969232
• LOTUS: LTS0263860
• wikiData: Q105382959