(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(2-hydroxy-4-methyl-1-propan-2-ylcyclohex-3-en-1-yl)oxyoxane-3,4,5-triol

Details

• Internal ID: 7c005428-63f4-4f18-9ddb-1912330d8f83
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(2-hydroxy-4-methyl-1-propan-2-ylcyclohex-3-en-1-yl)oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1=CC(C(CC1)(C(C)C)OC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): CC1=CC(C(CC1)(C(C)C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
• InChI: InChI=1S/C16H28O7/c1-8(2)16(5-4-9(3)6-11(16)18)23-15-14(21)13(20)12(19)10(7-17)22-15/h6,8,10-15,17-21H,4-5,7H2,1-3H3/t10-,11?,12-,13+,14-,15+,16?/m1/s1
• InChI Key: JMDWDRGHOPRHGO-BTIYSKKXSA-N
• Popularity: 0 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): 120.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.70
• 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	-	0.5133	51.33%
Caco-2	-	0.7315	73.15%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8258	82.58%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.8975	89.75%
OATP1B3 inhibitior	+	0.8464	84.64%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.9188	91.88%
P-glycoprotein inhibitior	-	0.8887	88.87%
P-glycoprotein substrate	-	0.9070	90.70%
CYP3A4 substrate	+	0.5448	54.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8395	83.95%
CYP3A4 inhibition	-	0.8744	87.44%
CYP2C9 inhibition	-	0.7067	70.67%
CYP2C19 inhibition	-	0.8161	81.61%
CYP2D6 inhibition	-	0.9230	92.30%
CYP1A2 inhibition	-	0.8085	80.85%
CYP2C8 inhibition	-	0.8669	86.69%
CYP inhibitory promiscuity	-	0.7819	78.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6854	68.54%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9874	98.74%
Skin irritation	-	0.7247	72.47%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4780	47.80%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7653	76.53%
skin sensitisation	-	0.8258	82.58%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.7516	75.16%
Acute Oral Toxicity (c)	III	0.7210	72.10%
Estrogen receptor binding	-	0.5385	53.85%
Androgen receptor binding	-	0.5736	57.36%
Thyroid receptor binding	+	0.5985	59.85%
Glucocorticoid receptor binding	-	0.5262	52.62%
Aromatase binding	+	0.5395	53.95%
PPAR gamma	+	0.5395	53.95%
Honey bee toxicity	-	0.8060	80.60%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8048	80.48%

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	96.39%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.28%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.37%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.03%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.64%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.60%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.01%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.79%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	82.26%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.56%	97.25%

Plants that contains it

• Cotula coronopifolia
• Origanum syriacum

Cross-Links

• PubChem: 129716291
• LOTUS: LTS0229627
• wikiData: Q105351620