(2S,3R,4R,5S,6S)-2-(hydroxymethyl)-6-[[(1R,2R,5S)-4-(hydroxymethyl)-6,6-dimethyl-2-bicyclo[3.1.1]hept-3-enyl]oxy]oxane-3,4,5-triol

Details

• Internal ID: 90450c4b-0abb-4423-9447-ed845bc4f963
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2S,3R,4R,5S,6S)-2-(hydroxymethyl)-6-[[(1R,2R,5S)-4-(hydroxymethyl)-6,6-dimethyl-2-bicyclo[3.1.1]hept-3-enyl]oxy]oxane-3,4,5-triol
• InChI: InChI=1S/C16H26O7/c1-16(2)8-4-9(16)10(3-7(8)5-17)22-15-14(21)13(20)12(19)11(6-18)23-15/h3,8-15,17-21H,4-6H2,1-2H3/t8-,9+,10-,11+,12+,13-,14+,15+/m1/s1
• InChI Key: JEQIDQCYBGSUNF-RGMJYHBDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₇
• Molecular Weight: 330.37 g/mol
• Exact Mass: 330.16785316 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.23
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5797	57.97%
Caco-2	-	0.8024	80.24%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7604	76.04%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8759	87.59%
OATP1B3 inhibitior	+	0.9191	91.91%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9753	97.53%
P-glycoprotein inhibitior	-	0.9113	91.13%
P-glycoprotein substrate	-	0.9101	91.01%
CYP3A4 substrate	+	0.5919	59.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8427	84.27%
CYP3A4 inhibition	-	0.9438	94.38%
CYP2C9 inhibition	-	0.8316	83.16%
CYP2C19 inhibition	-	0.7888	78.88%
CYP2D6 inhibition	-	0.9037	90.37%
CYP1A2 inhibition	-	0.8099	80.99%
CYP2C8 inhibition	-	0.8356	83.56%
CYP inhibitory promiscuity	-	0.8444	84.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6413	64.13%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9876	98.76%
Skin irritation	-	0.7800	78.00%
Skin corrosion	-	0.9430	94.30%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5573	55.73%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.7552	75.52%
skin sensitisation	-	0.8194	81.94%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7587	75.87%
Acute Oral Toxicity (c)	III	0.6251	62.51%
Estrogen receptor binding	-	0.6725	67.25%
Androgen receptor binding	-	0.5214	52.14%
Thyroid receptor binding	+	0.5394	53.94%
Glucocorticoid receptor binding	-	0.5167	51.67%
Aromatase binding	+	0.6066	60.66%
PPAR gamma	+	0.6163	61.63%
Honey bee toxicity	-	0.7695	76.95%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8666	86.66%

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	97.53%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	95.98%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.78%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.44%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	88.56%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.93%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.73%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.06%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.86%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.44%	86.33%

Plants that contains it

• Cineraria erodioides

Cross-Links

• PubChem: 163036124
• LOTUS: LTS0241132
• wikiData: Q105126343