[(2R,3S,4R,5R,6S)-3,4-diacetyloxy-5-hydroxy-6-[4-hydroxy-5-methyl-2-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]phenoxy]oxan-2-yl]methyl acetate

Details

• Internal ID: ce25b9af-f02b-40c0-a293-09d79d643178
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: [(2R,3S,4R,5R,6S)-3,4-diacetyloxy-5-hydroxy-6-[4-hydroxy-5-methyl-2-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]phenoxy]oxan-2-yl]methyl acetate
• SMILES (Canonical): CC1=CC(=C(C=C1O)CC=C(C)CCC=C(C)CCC=C(C)C)OC2C(C(C(C(O2)COC(=O)C)OC(=O)C)OC(=O)C)O
• SMILES (Isomeric): CC1=CC(=C(C=C1O)C/C=C(\C)/CC/C=C(\C)/CCC=C(C)C)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)COC(=O)C)OC(=O)C)OC(=O)C)O
• InChI: InChI=1S/C34H48O10/c1-20(2)11-9-12-21(3)13-10-14-22(4)15-16-27-18-28(38)23(5)17-29(27)43-34-31(39)33(42-26(8)37)32(41-25(7)36)30(44-34)19-40-24(6)35/h11,13,15,17-18,30-34,38-39H,9-10,12,14,16,19H2,1-8H3/b21-13+,22-15+/t30-,31-,32+,33-,34-/m1/s1
• InChI Key: JGGKZCLDIKXHKD-ORXQMNJTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₈O₁₀
• Molecular Weight: 616.70 g/mol
• Exact Mass: 616.32474772 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.55
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9068	90.68%
Caco-2	-	0.7928	79.28%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.9198	91.98%
OATP2B1 inhibitior	-	0.5708	57.08%
OATP1B1 inhibitior	+	0.8645	86.45%
OATP1B3 inhibitior	+	0.8505	85.05%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9882	98.82%
P-glycoprotein inhibitior	+	0.8672	86.72%
P-glycoprotein substrate	-	0.7835	78.35%
CYP3A4 substrate	+	0.6471	64.71%
CYP2C9 substrate	-	0.7968	79.68%
CYP2D6 substrate	-	0.8644	86.44%
CYP3A4 inhibition	-	0.5773	57.73%
CYP2C9 inhibition	-	0.5482	54.82%
CYP2C19 inhibition	+	0.7293	72.93%
CYP2D6 inhibition	-	0.7862	78.62%
CYP1A2 inhibition	+	0.8509	85.09%
CYP2C8 inhibition	+	0.4870	48.70%
CYP inhibitory promiscuity	-	0.6110	61.10%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.7405	74.05%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9231	92.31%
Skin irritation	-	0.7923	79.23%
Skin corrosion	-	0.9672	96.72%
Ames mutagenesis	-	0.6754	67.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4032	40.32%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6571	65.71%
skin sensitisation	-	0.8082	80.82%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7423	74.23%
Acute Oral Toxicity (c)	III	0.5287	52.87%
Estrogen receptor binding	+	0.7702	77.02%
Androgen receptor binding	-	0.5146	51.46%
Thyroid receptor binding	-	0.5081	50.81%
Glucocorticoid receptor binding	+	0.7846	78.46%
Aromatase binding	+	0.6229	62.29%
PPAR gamma	+	0.6814	68.14%
Honey bee toxicity	-	0.7909	79.09%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9973	99.73%

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	98.33%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	97.37%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.59%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.38%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.22%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.76%	92.08%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.49%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.83%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.60%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.56%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.44%	86.33%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.77%	82.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.33%	91.19%
CHEMBL1951	P21397	Monoamine oxidase A	82.27%	91.49%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.91%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.71%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	80.80%	97.36%
CHEMBL5255	O00206	Toll-like receptor 4	80.78%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.56%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.53%	94.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.18%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10371637
• LOTUS: LTS0229743
• wikiData: Q105127334