[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-[(2S)-2-hydroxypropyl]-7-methoxy-5-methyl-4-oxochromen-8-yl]oxan-3-yl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: f55e023e-b10e-4e40-b3ac-86870f085865
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[2-[(2S)-2-hydroxypropyl]-7-methoxy-5-methyl-4-oxochromen-8-yl]oxan-3-yl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC1=CC(=C(C2=C1C(=O)C=C(O2)CC(C)O)C3C(C(C(C(O3)CO)O)O)OC(=O)C=CC4=CC=CC=C4)OC
• SMILES (Isomeric): CC1=CC(=C(C2=C1C(=O)C=C(O2)C[C@H](C)O)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)OC(=O)/C=C/C4=CC=CC=C4)OC
• InChI: InChI=1S/C29H32O10/c1-15-11-20(36-3)24(27-23(15)19(32)13-18(37-27)12-16(2)31)28-29(26(35)25(34)21(14-30)38-28)39-22(33)10-9-17-7-5-4-6-8-17/h4-11,13,16,21,25-26,28-31,34-35H,12,14H2,1-3H3/b10-9+/t16-,21+,25+,26-,28-,29+/m0/s1
• InChI Key: YDJIHVUNYBLYLF-UYJHPQCRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₀
• Molecular Weight: 540.60 g/mol
• Exact Mass: 540.19954721 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6360	63.60%
Caco-2	-	0.7871	78.71%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4375	43.75%
OATP2B1 inhibitior	-	0.8503	85.03%
OATP1B1 inhibitior	+	0.8383	83.83%
OATP1B3 inhibitior	+	0.9498	94.98%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8679	86.79%
P-glycoprotein inhibitior	+	0.7782	77.82%
P-glycoprotein substrate	-	0.5408	54.08%
CYP3A4 substrate	+	0.6403	64.03%
CYP2C9 substrate	-	0.7961	79.61%
CYP2D6 substrate	-	0.8623	86.23%
CYP3A4 inhibition	-	0.8473	84.73%
CYP2C9 inhibition	-	0.9334	93.34%
CYP2C19 inhibition	-	0.9513	95.13%
CYP2D6 inhibition	-	0.9290	92.90%
CYP1A2 inhibition	-	0.9103	91.03%
CYP2C8 inhibition	+	0.6286	62.86%
CYP inhibitory promiscuity	-	0.9134	91.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6448	64.48%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9356	93.56%
Skin irritation	-	0.8307	83.07%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.6518	65.18%
Human Ether-a-go-go-Related Gene inhibition	+	0.7905	79.05%
Micronuclear	+	0.5874	58.74%
Hepatotoxicity	-	0.7183	71.83%
skin sensitisation	-	0.9022	90.22%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9626	96.26%
Acute Oral Toxicity (c)	III	0.5886	58.86%
Estrogen receptor binding	+	0.7813	78.13%
Androgen receptor binding	+	0.8191	81.91%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6886	68.86%
Aromatase binding	-	0.6102	61.02%
PPAR gamma	+	0.7618	76.18%
Honey bee toxicity	-	0.7475	74.75%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9369	93.69%

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	98.08%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.52%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.02%	86.33%
CHEMBL2581	P07339	Cathepsin D	96.79%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.70%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.96%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.18%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	91.66%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.50%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.30%	85.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.46%	93.99%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.45%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.00%	96.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.78%	93.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.41%	89.62%
CHEMBL5028	O14672	ADAM10	82.47%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.33%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.00%	97.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.29%	96.47%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.97%	91.07%

Plants that contains it

• Aloe rubroviolacea
• Aloe vera

Cross-Links

• PubChem: 101999898
• LOTUS: LTS0004111
• wikiData: Q105346768