[(2R,3R,4R,5R,6S)-6-(6,7-dihydroxy-3,7-dimethyloct-1-en-3-yl)oxy-5-hydroxy-2-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

• Internal ID: a729b20d-9de3-4050-8d5c-8481f100ccd5
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: [(2R,3R,4R,5R,6S)-6-(6,7-dihydroxy-3,7-dimethyloct-1-en-3-yl)oxy-5-hydroxy-2-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC=C(C=C3)O)CO)OC(C)(CCC(C(C)(C)O)O)C=C)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H](O[C@@H]([C@H]2OC(=O)/C=C/C3=CC=C(C=C3)O)CO)OC(C)(CCC(C(C)(C)O)O)C=C)O)O)O)O
• InChI: InChI=1S/C31H46O14/c1-6-31(5,14-13-20(34)30(3,4)40)45-29-25(39)27(44-28-24(38)23(37)22(36)16(2)41-28)26(19(15-32)42-29)43-21(35)12-9-17-7-10-18(33)11-8-17/h6-12,16,19-20,22-29,32-34,36-40H,1,13-15H2,2-5H3/b12-9+/t16-,19+,20?,22-,23+,24+,25+,26+,27+,28-,29-,31?/m0/s1
• InChI Key: HYDKODFNESPSKT-VGNJKAHFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₆O₁₄
• Molecular Weight: 642.70 g/mol
• Exact Mass: 642.28875614 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.52
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6408	64.08%
Caco-2	-	0.8772	87.72%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.7877	78.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8572	85.72%
OATP1B3 inhibitior	+	0.8549	85.49%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8401	84.01%
P-glycoprotein inhibitior	+	0.6050	60.50%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6879	68.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8750	87.50%
CYP3A4 inhibition	+	0.5085	50.85%
CYP2C9 inhibition	-	0.7392	73.92%
CYP2C19 inhibition	-	0.8700	87.00%
CYP2D6 inhibition	-	0.9309	93.09%
CYP1A2 inhibition	-	0.7942	79.42%
CYP2C8 inhibition	+	0.6890	68.90%
CYP inhibitory promiscuity	-	0.9064	90.64%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6660	66.60%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9251	92.51%
Skin irritation	-	0.7127	71.27%
Skin corrosion	-	0.9348	93.48%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7359	73.59%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6468	64.68%
skin sensitisation	-	0.8198	81.98%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8474	84.74%
Acute Oral Toxicity (c)	III	0.7062	70.62%
Estrogen receptor binding	+	0.7680	76.80%
Androgen receptor binding	+	0.5629	56.29%
Thyroid receptor binding	+	0.5757	57.57%
Glucocorticoid receptor binding	+	0.6516	65.16%
Aromatase binding	+	0.6315	63.15%
PPAR gamma	+	0.7145	71.45%
Honey bee toxicity	-	0.6626	66.26%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9508	95.08%

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	99.08%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.07%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.33%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.28%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	94.84%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.66%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.65%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.31%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.84%	95.89%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.13%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.99%	95.56%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.51%	89.67%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.29%	90.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.94%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.79%	93.56%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.68%	100.00%

Plants that contains it

• Ligustrum pricei

Cross-Links

• PubChem: 21630863
• LOTUS: LTS0170514
• wikiData: Q105035258