[(2R,3R,4R,5R,6S)-6-[(3S)-3,7-dimethylocta-1,6-dien-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: f3108cb0-d812-4481-b65d-501c86f88c70
• 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-[(3S)-3,7-dimethylocta-1,6-dien-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)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)O[C@@](C)(CCC=C(C)C)C=C)O)O)O)O
• InChI: InChI=1S/C31H44O12/c1-6-31(5,15-7-8-17(2)3)43-30-26(38)28(42-29-25(37)24(36)23(35)18(4)39-29)27(21(16-32)40-30)41-22(34)14-11-19-9-12-20(33)13-10-19/h6,8-14,18,21,23-30,32-33,35-38H,1,7,15-16H2,2-5H3/b14-11+/t18-,21+,23-,24+,25+,26+,27+,28+,29-,30-,31+/m0/s1
• InChI Key: MTWYOPMNIPFQKJ-YUCBCGROSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₄O₁₂
• Molecular Weight: 608.70 g/mol
• Exact Mass: 608.28327683 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.32
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7703	77.03%
Caco-2	-	0.8663	86.63%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.9143	91.43%
Subcellular localzation	Mitochondria	0.8087	80.87%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.8552	85.52%
OATP1B3 inhibitior	+	0.8114	81.14%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8050	80.50%
P-glycoprotein inhibitior	+	0.6079	60.79%
P-glycoprotein substrate	-	0.5835	58.35%
CYP3A4 substrate	+	0.6798	67.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8715	87.15%
CYP3A4 inhibition	-	0.6250	62.50%
CYP2C9 inhibition	-	0.6743	67.43%
CYP2C19 inhibition	-	0.7304	73.04%
CYP2D6 inhibition	-	0.9122	91.22%
CYP1A2 inhibition	-	0.6583	65.83%
CYP2C8 inhibition	+	0.7027	70.27%
CYP inhibitory promiscuity	-	0.7939	79.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6533	65.33%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9237	92.37%
Skin irritation	-	0.7175	71.75%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7332	73.32%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6571	65.71%
skin sensitisation	-	0.7183	71.83%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.6925	69.25%
Acute Oral Toxicity (c)	III	0.7207	72.07%
Estrogen receptor binding	+	0.7325	73.25%
Androgen receptor binding	+	0.5544	55.44%
Thyroid receptor binding	+	0.5610	56.10%
Glucocorticoid receptor binding	+	0.6077	60.77%
Aromatase binding	+	0.6108	61.08%
PPAR gamma	+	0.7184	71.84%
Honey bee toxicity	-	0.6397	63.97%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9672	96.72%

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	99.13%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.42%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	94.32%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.30%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.59%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.01%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.86%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.39%	97.36%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.31%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	83.23%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.79%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	82.44%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.41%	95.89%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.67%	90.93%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.71%	85.00%

Plants that contains it

• Ligustrum pricei

Cross-Links

• PubChem: 101665847
• LOTUS: LTS0101325
• wikiData: Q105171938