[(2S,3S,4S,5R,6R)-2-(5,7-dihydroxy-4-oxo-2-propan-2-ylchromen-6-yl)-5-hydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxybenzoyl)oxyoxan-4-yl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 2ce147e8-ab4d-4375-9322-1c5bbccf784e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2S,3S,4S,5R,6R)-2-(5,7-dihydroxy-4-oxo-2-propan-2-ylchromen-6-yl)-5-hydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxybenzoyl)oxyoxan-4-yl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CC(C)C1=CC(=O)C2=C(O1)C=C(C(=C2O)C3C(C(C(C(O3)CO)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O
• SMILES (Isomeric): CC(C)C1=CC(=O)C2=C(O1)C=C(C(=C2O)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O
• InChI: InChI=1S/C32H30O17/c1-10(2)19-7-13(34)22-20(46-19)8-14(35)23(27(22)43)28-30(49-32(45)12-5-17(38)25(41)18(39)6-12)29(26(42)21(9-33)47-28)48-31(44)11-3-15(36)24(40)16(37)4-11/h3-8,10,21,26,28-30,33,35-43H,9H2,1-2H3/t21-,26-,28+,29+,30+/m1/s1
• InChI Key: ULJVHBGFMDKGQH-UVNURZEGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₀O₁₇
• Molecular Weight: 686.60 g/mol
• Exact Mass: 686.14829948 g/mol
• Topological Polar Surface Area (TPSA): 290.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6996	69.96%
Caco-2	-	0.8768	87.68%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7454	74.54%
OATP2B1 inhibitior	-	0.7055	70.55%
OATP1B1 inhibitior	+	0.7054	70.54%
OATP1B3 inhibitior	+	0.9150	91.50%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8035	80.35%
P-glycoprotein inhibitior	+	0.6971	69.71%
P-glycoprotein substrate	-	0.6336	63.36%
CYP3A4 substrate	+	0.6242	62.42%
CYP2C9 substrate	+	0.5975	59.75%
CYP2D6 substrate	-	0.8637	86.37%
CYP3A4 inhibition	-	0.9052	90.52%
CYP2C9 inhibition	-	0.8216	82.16%
CYP2C19 inhibition	-	0.8999	89.99%
CYP2D6 inhibition	-	0.9648	96.48%
CYP1A2 inhibition	-	0.8760	87.60%
CYP2C8 inhibition	+	0.4742	47.42%
CYP inhibitory promiscuity	-	0.8512	85.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7428	74.28%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8911	89.11%
Skin irritation	-	0.8509	85.09%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.7358	73.58%
Micronuclear	+	0.6233	62.33%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9082	90.82%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8731	87.31%
Acute Oral Toxicity (c)	III	0.6345	63.45%
Estrogen receptor binding	+	0.7605	76.05%
Androgen receptor binding	+	0.7577	75.77%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6081	60.81%
Aromatase binding	+	0.5591	55.91%
PPAR gamma	+	0.6351	63.51%
Honey bee toxicity	-	0.8038	80.38%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9216	92.16%

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	99.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.85%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.21%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	91.43%	94.73%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.37%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.01%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.55%	94.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	87.78%	89.34%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.13%	95.56%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.57%	94.42%
CHEMBL3194	P02766	Transthyretin	83.22%	90.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.64%	83.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.90%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	81.66%	91.49%
CHEMBL4581	P52732	Kinesin-like protein 1	81.22%	93.18%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.94%	92.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.86%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.37%	99.23%

Plants that contains it

• Kunzea ambigua

Cross-Links

• PubChem: 21576253
• LOTUS: LTS0167108
• wikiData: Q105275171