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

Details

• Internal ID: 20ce8cb2-5847-444f-9ead-88595853fc6f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(1S,4R,6S)-4-hydroxy-3-methyl-6-propan-2-ylcyclohex-2-en-1-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC1=CC(C(CC1O)C(C)C)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CC1=C[C@H]([C@@H](C[C@H]1O)C(C)C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C16H28O7/c1-7(2)9-5-10(18)8(3)4-11(9)22-16-15(21)14(20)13(19)12(6-17)23-16/h4,7,9-21H,5-6H2,1-3H3/t9-,10+,11+,12+,13+,14-,15+,16+/m0/s1
• InChI Key: XCQWGTGYNVGXJZ-GIIOKPNBSA-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: -0.60
• Atomic LogP (AlogP): -0.85
• 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	-	0.5249	52.49%
Caco-2	-	0.8002	80.02%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.7518	75.18%
OATP2B1 inhibitior	-	0.8567	85.67%
OATP1B1 inhibitior	+	0.9205	92.05%
OATP1B3 inhibitior	+	0.9439	94.39%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9809	98.09%
P-glycoprotein inhibitior	-	0.9168	91.68%
P-glycoprotein substrate	-	0.8589	85.89%
CYP3A4 substrate	+	0.5078	50.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8395	83.95%
CYP3A4 inhibition	-	0.9227	92.27%
CYP2C9 inhibition	-	0.8789	87.89%
CYP2C19 inhibition	-	0.8378	83.78%
CYP2D6 inhibition	-	0.8556	85.56%
CYP1A2 inhibition	-	0.8542	85.42%
CYP2C8 inhibition	-	0.9300	93.00%
CYP inhibitory promiscuity	-	0.8290	82.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7500	75.00%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9878	98.78%
Skin irritation	-	0.8030	80.30%
Skin corrosion	-	0.9568	95.68%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5445	54.45%
Micronuclear	-	0.7182	71.82%
Hepatotoxicity	-	0.7802	78.02%
skin sensitisation	-	0.8492	84.92%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8193	81.93%
Acute Oral Toxicity (c)	III	0.6200	62.00%
Estrogen receptor binding	-	0.7957	79.57%
Androgen receptor binding	-	0.7132	71.32%
Thyroid receptor binding	+	0.5143	51.43%
Glucocorticoid receptor binding	-	0.6676	66.76%
Aromatase binding	-	0.6369	63.69%
PPAR gamma	+	0.5717	57.17%
Honey bee toxicity	-	0.8321	83.21%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.6765	67.65%

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	94.31%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.93%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.47%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.25%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	84.41%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.06%	93.56%
CHEMBL2996	Q05655	Protein kinase C delta	83.02%	97.79%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.98%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.62%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.53%	95.89%

Plants that contains it

• Ageratina anisochroma
• Ageratina glabrata

Cross-Links

• PubChem: 162854692
• LOTUS: LTS0031855
• wikiData: Q103815870