[(3R,4R,5R,6R)-4,5-dihydroxy-6-[(2R)-2-methyl-5-[(4R)-4-prop-1-en-2-ylcyclohexen-1-yl]pentoxy]oxan-3-yl] (E)-2-methyl-5-[(4R)-4-prop-1-en-2-ylcyclohexen-1-yl]pent-2-enoate

Details

• Internal ID: 839241d5-8e03-46c7-be69-7d2097f89507
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(3R,4R,5R,6R)-4,5-dihydroxy-6-[(2R)-2-methyl-5-[(4R)-4-prop-1-en-2-ylcyclohexen-1-yl]pentoxy]oxan-3-yl] (E)-2-methyl-5-[(4R)-4-prop-1-en-2-ylcyclohexen-1-yl]pent-2-enoate
• SMILES (Canonical): CC(CCCC1=CCC(CC1)C(=C)C)COC2C(C(C(CO2)OC(=O)C(=CCCC3=CCC(CC3)C(=C)C)C)O)O
• SMILES (Isomeric): C[C@H](CCCC1=CC[C@@H](CC1)C(=C)C)CO[C@H]2[C@@H]([C@H]([C@@H](CO2)OC(=O)/C(=C/CCC3=CC[C@@H](CC3)C(=C)C)/C)O)O
• InChI: InChI=1S/C35H54O6/c1-23(2)29-17-13-27(14-18-29)11-7-9-25(5)21-39-35-33(37)32(36)31(22-40-35)41-34(38)26(6)10-8-12-28-15-19-30(20-16-28)24(3)4/h10,13,15,25,29-33,35-37H,1,3,7-9,11-12,14,16-22H2,2,4-6H3/b26-10+/t25-,29+,30+,31-,32+,33-,35-/m1/s1
• InChI Key: RYXWJNUZKCVUBO-QOKAWUKMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₄O₆
• Molecular Weight: 570.80 g/mol
• Exact Mass: 570.39203944 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 7.13
• H-Bond Acceptor: 6
• 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	+	0.6556	65.56%
Caco-2	-	0.8281	82.81%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8576	85.76%
OATP2B1 inhibitior	-	0.7169	71.69%
OATP1B1 inhibitior	+	0.8687	86.87%
OATP1B3 inhibitior	+	0.8934	89.34%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.8355	83.55%
P-glycoprotein inhibitior	+	0.7270	72.70%
P-glycoprotein substrate	+	0.6255	62.55%
CYP3A4 substrate	+	0.6860	68.60%
CYP2C9 substrate	-	0.8015	80.15%
CYP2D6 substrate	-	0.8865	88.65%
CYP3A4 inhibition	-	0.7287	72.87%
CYP2C9 inhibition	-	0.8744	87.44%
CYP2C19 inhibition	-	0.6936	69.36%
CYP2D6 inhibition	-	0.9130	91.30%
CYP1A2 inhibition	-	0.7342	73.42%
CYP2C8 inhibition	+	0.4919	49.19%
CYP inhibitory promiscuity	-	0.9098	90.98%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7191	71.91%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9087	90.87%
Skin irritation	-	0.7065	70.65%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6985	69.85%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6748	67.48%
skin sensitisation	-	0.8808	88.08%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7996	79.96%
Acute Oral Toxicity (c)	III	0.6199	61.99%
Estrogen receptor binding	+	0.7313	73.13%
Androgen receptor binding	+	0.5469	54.69%
Thyroid receptor binding	-	0.5907	59.07%
Glucocorticoid receptor binding	+	0.5587	55.87%
Aromatase binding	+	0.5548	55.48%
PPAR gamma	+	0.5671	56.71%
Honey bee toxicity	-	0.7301	73.01%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9876	98.76%

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	99.37%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.26%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.89%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.27%	90.71%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.90%	96.47%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.32%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.08%	99.17%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.96%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.47%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.73%	97.25%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.02%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.00%	93.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.37%	94.33%
CHEMBL3401	O75469	Pregnane X receptor	84.66%	94.73%
CHEMBL3437	Q16853	Amine oxidase, copper containing	83.72%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.56%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.72%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.66%	97.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.65%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.97%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.55%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.38%	92.62%
CHEMBL5028	O14672	ADAM10	80.95%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.82%	97.09%

Plants that contains it

• Nidorella hottentotica

Cross-Links

• PubChem: 163014596
• LOTUS: LTS0136041
• wikiData: Q105248207