(2R,3R,4S,5S,6R)-2-[(1R,4S,5R,6R)-4,5-dihydroxy-3-methyl-6-propan-2-ylcyclohex-2-en-1-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: f947ab62-c6b6-45dc-ba15-f11fc1f767b4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(1R,4S,5R,6R)-4,5-dihydroxy-3-methyl-6-propan-2-ylcyclohex-2-en-1-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChI: InChI=1S/C16H28O8/c1-6(2)10-8(4-7(3)11(18)13(10)20)23-16-15(22)14(21)12(19)9(5-17)24-16/h4,6,8-22H,5H2,1-3H3/t8-,9-,10+,11+,12-,13-,14+,15-,16-/m1/s1
• InChI Key: DEFIEKASXUVNEO-GSCFCXLMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₈O₈
• Molecular Weight: 348.39 g/mol
• Exact Mass: 348.17841785 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.87
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7045	70.45%
Caco-2	-	0.8472	84.72%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8057	80.57%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.9008	90.08%
OATP1B3 inhibitior	+	0.9493	94.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9768	97.68%
P-glycoprotein inhibitior	-	0.8998	89.98%
P-glycoprotein substrate	-	0.8996	89.96%
CYP3A4 substrate	-	0.5262	52.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8523	85.23%
CYP3A4 inhibition	-	0.8916	89.16%
CYP2C9 inhibition	-	0.8282	82.82%
CYP2C19 inhibition	-	0.7893	78.93%
CYP2D6 inhibition	-	0.8765	87.65%
CYP1A2 inhibition	-	0.8638	86.38%
CYP2C8 inhibition	-	0.9159	91.59%
CYP inhibitory promiscuity	-	0.6642	66.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6971	69.71%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9772	97.72%
Skin irritation	-	0.8433	84.33%
Skin corrosion	-	0.9651	96.51%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5054	50.54%
Micronuclear	-	0.7141	71.41%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8530	85.30%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.7642	76.42%
Acute Oral Toxicity (c)	III	0.5954	59.54%
Estrogen receptor binding	-	0.8085	80.85%
Androgen receptor binding	-	0.7043	70.43%
Thyroid receptor binding	+	0.5379	53.79%
Glucocorticoid receptor binding	-	0.7968	79.68%
Aromatase binding	-	0.5964	59.64%
PPAR gamma	-	0.4927	49.27%
Honey bee toxicity	-	0.8557	85.57%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7650	76.50%
Fish aquatic toxicity	-	0.3837	38.37%

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	93.56%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.54%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.32%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.14%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.78%	97.25%

Plants that contains it

• Ageratina glabrata

Cross-Links

• PubChem: 163116485
• LOTUS: LTS0170294
• wikiData: Q103815869