[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-2-[5-methyl-4-oxo-2-(2-oxopropyl)-7-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-8-yl]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: ce8dd6f4-3ae2-4e0f-9004-9e565967700f
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-2-[5-methyl-4-oxo-2-(2-oxopropyl)-7-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-8-yl]oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1=CC(=C(C2=C1C(=O)C=C(O2)CC(=O)C)C3C(C(C(C(O3)CO)O)O)OC(=O)C=CC4=CC=C(C=C4)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): CC1=CC(=C(C2=C1C(=O)C=C(O2)CC(=O)C)[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)CO)O)O)OC(=O)/C=C/C4=CC=C(C=C4)O)O[C@@H]5[C@H]([C@@H]([C@H]([C@@H](O5)CO)O)O)O
• InChI: InChI=1S/C34H38O16/c1-14-9-20(48-34-30(45)28(43)26(41)22(13-36)49-34)25(31-24(14)19(39)11-18(46-31)10-15(2)37)32-33(29(44)27(42)21(12-35)47-32)50-23(40)8-5-16-3-6-17(38)7-4-16/h3-9,11,21-22,26-30,32-36,38,41-45H,10,12-13H2,1-2H3/b8-5+/t21-,22-,26-,27-,28+,29+,30-,32+,33-,34-/m0/s1
• InChI Key: DHSFJZHHJGPZGG-KNUYAHDYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₃₈O₁₆
• Molecular Weight: 702.70 g/mol
• Exact Mass: 702.21598512 g/mol
• Topological Polar Surface Area (TPSA): 259.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.10
• H-Bond Acceptor: 16
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5000	50.00%
Caco-2	-	0.8915	89.15%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6044	60.44%
OATP2B1 inhibitior	-	0.5779	57.79%
OATP1B1 inhibitior	+	0.8593	85.93%
OATP1B3 inhibitior	+	0.9691	96.91%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8360	83.60%
P-glycoprotein inhibitior	+	0.6486	64.86%
P-glycoprotein substrate	-	0.5225	52.25%
CYP3A4 substrate	+	0.6725	67.25%
CYP2C9 substrate	-	0.8141	81.41%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.9058	90.58%
CYP2C9 inhibition	-	0.8726	87.26%
CYP2C19 inhibition	-	0.8836	88.36%
CYP2D6 inhibition	-	0.9467	94.67%
CYP1A2 inhibition	-	0.8777	87.77%
CYP2C8 inhibition	+	0.7711	77.11%
CYP inhibitory promiscuity	-	0.7725	77.25%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6755	67.55%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9228	92.28%
Skin irritation	-	0.8456	84.56%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	+	0.5545	55.45%
Human Ether-a-go-go-Related Gene inhibition	+	0.7601	76.01%
Micronuclear	+	0.6074	60.74%
Hepatotoxicity	-	0.7091	70.91%
skin sensitisation	-	0.8878	88.78%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8718	87.18%
Acute Oral Toxicity (c)	III	0.5652	56.52%
Estrogen receptor binding	+	0.8366	83.66%
Androgen receptor binding	+	0.7325	73.25%
Thyroid receptor binding	-	0.4874	48.74%
Glucocorticoid receptor binding	+	0.6302	63.02%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7088	70.88%
Honey bee toxicity	-	0.6966	69.66%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9720	97.20%

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	99.32%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.86%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.34%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.57%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.64%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.46%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.16%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.75%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.45%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.11%	96.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.40%	96.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.18%	97.36%
CHEMBL3194	P02766	Transthyretin	84.67%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.56%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.19%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.78%	97.09%

Plants that contains it

• Aloe ferox

Cross-Links

• PubChem: 163190944
• LOTUS: LTS0000941
• wikiData: Q104980801