[(1S,6S,7S)-7-(acetyloxymethyl)-6-hydroxy-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl] 3-methylbutanoate

Details

• Internal ID: 0e0dbb75-d819-4b45-8798-1fe06ec584c8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [(1S,6S,7S)-7-(acetyloxymethyl)-6-hydroxy-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl] 3-methylbutanoate
• InChI: InChI=1S/C23H36O12/c1-10(2)4-17(27)35-22-18-13(5-15(26)14(18)9-31-11(3)25)12(7-32-22)8-33-23-21(30)20(29)19(28)16(6-24)34-23/h7,10,13-16,18-24,26,28-30H,4-6,8-9H2,1-3H3/t13?,14-,15-,16+,18?,19+,20-,21+,22-,23+/m0/s1
• InChI Key: QEAFHMHVGBARCM-GZHCPVLNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₆O₁₂
• Molecular Weight: 504.50 g/mol
• Exact Mass: 504.22067658 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.19
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7617	76.17%
Caco-2	-	0.8354	83.54%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7761	77.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7864	78.64%
OATP1B3 inhibitior	+	0.9216	92.16%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5443	54.43%
P-glycoprotein inhibitior	-	0.6153	61.53%
P-glycoprotein substrate	-	0.6340	63.40%
CYP3A4 substrate	+	0.6462	64.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8741	87.41%
CYP3A4 inhibition	-	0.8744	87.44%
CYP2C9 inhibition	-	0.8910	89.10%
CYP2C19 inhibition	-	0.8842	88.42%
CYP2D6 inhibition	-	0.9076	90.76%
CYP1A2 inhibition	-	0.8735	87.35%
CYP2C8 inhibition	-	0.6230	62.30%
CYP inhibitory promiscuity	-	0.9487	94.87%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7078	70.78%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9387	93.87%
Skin irritation	-	0.7139	71.39%
Skin corrosion	-	0.9518	95.18%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3655	36.55%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6664	66.64%
skin sensitisation	-	0.8873	88.73%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4845	48.45%
Acute Oral Toxicity (c)	III	0.5479	54.79%
Estrogen receptor binding	+	0.6017	60.17%
Androgen receptor binding	+	0.6408	64.08%
Thyroid receptor binding	-	0.6484	64.84%
Glucocorticoid receptor binding	+	0.5640	56.40%
Aromatase binding	-	0.5598	55.98%
PPAR gamma	-	0.5256	52.56%
Honey bee toxicity	-	0.7455	74.55%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9701	97.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.69%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.05%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.10%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	93.14%	95.93%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.78%	97.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.92%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	89.05%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.59%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.71%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.42%	97.25%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.74%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.60%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	84.50%	91.19%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.48%	94.80%
CHEMBL5255	O00206	Toll-like receptor 4	84.48%	92.50%
CHEMBL2996	Q05655	Protein kinase C delta	84.47%	97.79%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.96%	96.95%
CHEMBL4040	P28482	MAP kinase ERK2	81.32%	83.82%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.47%	86.33%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.14%	82.50%

Plants that contains it

• Viburnum rhytidophyllum

Cross-Links

• PubChem: 102066390
• LOTUS: LTS0225996
• wikiData: Q105219075