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

Details

• Internal ID: ef67e8bc-c584-4423-bb20-7b35099ce200
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 2-(hydroxymethyl)-6-(6-hydroxy-6-methyl-3-propan-2-ylcyclohex-2-en-1-yl)oxyoxane-3,4,5-triol
• SMILES (Canonical): CC(C)C1=CC(C(CC1)(C)O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CC(C)C1=CC(C(CC1)(C)O)OC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C16H28O7/c1-8(2)9-4-5-16(3,21)11(6-9)23-15-14(20)13(19)12(18)10(7-17)22-15/h6,8,10-15,17-21H,4-5,7H2,1-3H3
• InChI Key: ORJWIYMTJYYOJK-UHFFFAOYSA-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: -0.70
• 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	+	0.5456	54.56%
Caco-2	-	0.7913	79.13%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.7791	77.91%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.8929	89.29%
OATP1B3 inhibitior	+	0.8670	86.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9556	95.56%
P-glycoprotein inhibitior	-	0.8737	87.37%
P-glycoprotein substrate	-	0.9361	93.61%
CYP3A4 substrate	+	0.5625	56.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8517	85.17%
CYP3A4 inhibition	-	0.8441	84.41%
CYP2C9 inhibition	-	0.7579	75.79%
CYP2C19 inhibition	-	0.8359	83.59%
CYP2D6 inhibition	-	0.9251	92.51%
CYP1A2 inhibition	-	0.8478	84.78%
CYP2C8 inhibition	-	0.8991	89.91%
CYP inhibitory promiscuity	-	0.8697	86.97%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6985	69.85%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9848	98.48%
Skin irritation	-	0.6967	69.67%
Skin corrosion	-	0.9429	94.29%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6179	61.79%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7068	70.68%
skin sensitisation	-	0.8167	81.67%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7539	75.39%
Acute Oral Toxicity (c)	III	0.7159	71.59%
Estrogen receptor binding	-	0.5854	58.54%
Androgen receptor binding	-	0.6919	69.19%
Thyroid receptor binding	+	0.6050	60.50%
Glucocorticoid receptor binding	+	0.5389	53.89%
Aromatase binding	-	0.4827	48.27%
PPAR gamma	+	0.5584	55.84%
Honey bee toxicity	-	0.7942	79.42%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.7361	73.61%

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	98.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.81%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.99%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.24%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.20%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	86.37%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.91%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.72%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.78%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.10%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.59%	100.00%

Plants that contains it

• Monarda punctata

Cross-Links

• PubChem: 75287644
• LOTUS: LTS0030685
• wikiData: Q105197610