(2S,5R)-5-methyl-2-[(2S)-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]cyclohexan-1-one

Details

• Internal ID: bd7a04e5-ff79-403e-9b75-6685c92ab366
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: trans-(2S,5R)-5-methyl-2-[(2S)-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]cyclohexan-1-one
• InChI: InChI=1S/C16H28O7/c1-8-3-4-10(11(18)5-8)9(2)7-22-16-15(21)14(20)13(19)12(6-17)23-16/h8-10,12-17,19-21H,3-7H2,1-2H3/t8-,9-,10+,12-,13-,14+,15-,16-/m1/s1
• InChI Key: XBIHCBIHVVDEMU-HWHWOGACSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₈O₇
• Molecular Weight: 332.39 g/mol
• Exact Mass: 332.18350323 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -0.56
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7941	79.41%
Caco-2	-	0.7946	79.46%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8731	87.31%
OATP2B1 inhibitior	-	0.8534	85.34%
OATP1B1 inhibitior	+	0.8953	89.53%
OATP1B3 inhibitior	+	0.9102	91.02%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9008	90.08%
P-glycoprotein inhibitior	-	0.9207	92.07%
P-glycoprotein substrate	-	0.8197	81.97%
CYP3A4 substrate	+	0.5416	54.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8648	86.48%
CYP3A4 inhibition	-	0.8292	82.92%
CYP2C9 inhibition	-	0.8690	86.90%
CYP2C19 inhibition	-	0.8596	85.96%
CYP2D6 inhibition	-	0.9252	92.52%
CYP1A2 inhibition	-	0.8749	87.49%
CYP2C8 inhibition	-	0.9412	94.12%
CYP inhibitory promiscuity	-	0.9386	93.86%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7667	76.67%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9604	96.04%
Skin irritation	-	0.8351	83.51%
Skin corrosion	-	0.9731	97.31%
Ames mutagenesis	+	0.5162	51.62%
Human Ether-a-go-go-Related Gene inhibition	-	0.6698	66.98%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6270	62.70%
skin sensitisation	-	0.9256	92.56%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.5952	59.52%
Acute Oral Toxicity (c)	III	0.5411	54.11%
Estrogen receptor binding	-	0.6351	63.51%
Androgen receptor binding	-	0.4864	48.64%
Thyroid receptor binding	-	0.5151	51.51%
Glucocorticoid receptor binding	-	0.6070	60.70%
Aromatase binding	-	0.5330	53.30%
PPAR gamma	-	0.7085	70.85%
Honey bee toxicity	-	0.8439	84.39%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.8415	84.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.25%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.14%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.57%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.67%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.93%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.52%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.68%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.27%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.76%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	81.36%	95.93%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.25%	96.21%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.64%	92.78%

Plants that contains it

• Ziziphora clinopodioides

Cross-Links

• PubChem: 162889170
• LOTUS: LTS0221197
• wikiData: Q105324494