[(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-[7-hydroxy-5-methyl-4-oxo-2-(2-oxopropyl)chromen-8-yl]-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: 366ed2dd-e072-4df8-880c-ac56f07a607a
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-[7-hydroxy-5-methyl-4-oxo-2-(2-oxopropyl)chromen-8-yl]-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxyoxan-2-yl]methyl (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)COC(=O)C=CC4=CC=C(C=C4)O)O)O)OC(=O)C=CC5=CC=C(C=C5)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)COC(=O)/C=C/C4=CC=C(C=C4)O)O)O)OC(=O)/C=C/C5=CC=C(C=C5)O)O
• InChI: InChI=1S/C37H34O13/c1-19-15-26(41)32(35-31(19)27(42)17-25(48-35)16-20(2)38)36-37(50-30(44)14-8-22-5-11-24(40)12-6-22)34(46)33(45)28(49-36)18-47-29(43)13-7-21-3-9-23(39)10-4-21/h3-15,17,28,33-34,36-37,39-41,45-46H,16,18H2,1-2H3/b13-7+,14-8+/t28-,33-,34+,36+,37-/m1/s1
• InChI Key: KRKRWTYDEOYAPD-LOPVRYHUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₃₄O₁₃
• Molecular Weight: 686.70 g/mol
• Exact Mass: 686.19994113 g/mol
• Topological Polar Surface Area (TPSA): 206.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.39
• H-Bond Acceptor: 13
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7698	76.98%
Caco-2	-	0.8721	87.21%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7955	79.55%
OATP2B1 inhibitior	+	0.5666	56.66%
OATP1B1 inhibitior	+	0.8380	83.80%
OATP1B3 inhibitior	+	0.9320	93.20%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9577	95.77%
P-glycoprotein inhibitior	+	0.7701	77.01%
P-glycoprotein substrate	-	0.5811	58.11%
CYP3A4 substrate	+	0.6699	66.99%
CYP2C9 substrate	-	0.7959	79.59%
CYP2D6 substrate	-	0.8703	87.03%
CYP3A4 inhibition	-	0.9118	91.18%
CYP2C9 inhibition	-	0.6306	63.06%
CYP2C19 inhibition	-	0.7583	75.83%
CYP2D6 inhibition	-	0.9295	92.95%
CYP1A2 inhibition	-	0.7986	79.86%
CYP2C8 inhibition	+	0.7523	75.23%
CYP inhibitory promiscuity	-	0.7665	76.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6408	64.08%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9115	91.15%
Skin irritation	-	0.8382	83.82%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	+	0.5136	51.36%
Human Ether-a-go-go-Related Gene inhibition	+	0.7557	75.57%
Micronuclear	+	0.6574	65.74%
Hepatotoxicity	-	0.7073	70.73%
skin sensitisation	-	0.8909	89.09%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9159	91.59%
Acute Oral Toxicity (c)	III	0.4992	49.92%
Estrogen receptor binding	+	0.7923	79.23%
Androgen receptor binding	+	0.7695	76.95%
Thyroid receptor binding	+	0.5277	52.77%
Glucocorticoid receptor binding	+	0.6778	67.78%
Aromatase binding	-	0.5265	52.65%
PPAR gamma	+	0.6764	67.64%
Honey bee toxicity	-	0.7529	75.29%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9901	99.01%

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	97.07%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.89%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	95.62%	94.73%
CHEMBL2581	P07339	Cathepsin D	95.26%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.76%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.05%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.11%	96.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.58%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.55%	99.17%
CHEMBL3194	P02766	Transthyretin	87.42%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.37%	95.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.49%	99.15%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.08%	97.21%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.77%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.32%	97.09%

Plants that contains it

• Aloe speciosa

Cross-Links

• PubChem: 101701618
• LOTUS: LTS0225370
• wikiData: Q105145098