4-[5-Hydroxy-2,6,6-trimethyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohex-2-en-1-yl]butan-2-one

Details

• Internal ID: 28736d55-620c-42ed-a528-92f0fda89129
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 4-[5-hydroxy-2,6,6-trimethyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycyclohex-2-en-1-yl]butan-2-one
• SMILES (Canonical): CC1=CC(C(C(C1CCC(=O)C)(C)C)O)OC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CC1=CC(C(C(C1CCC(=O)C)(C)C)O)OC2C(C(C(C(O2)CO)O)O)O
• InChI: InChI=1S/C19H32O8/c1-9-7-12(17(25)19(3,4)11(9)6-5-10(2)21)26-18-16(24)15(23)14(22)13(8-20)27-18/h7,11-18,20,22-25H,5-6,8H2,1-4H3
• InChI Key: RTVASHIEJOAXPP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₂O₈
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.20971797 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.50
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6022	60.22%
Caco-2	-	0.7540	75.40%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.8767	87.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8578	85.78%
OATP1B3 inhibitior	+	0.8151	81.51%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	-	0.9095	90.95%
P-glycoprotein inhibitior	-	0.8387	83.87%
P-glycoprotein substrate	-	0.8782	87.82%
CYP3A4 substrate	+	0.5941	59.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8674	86.74%
CYP3A4 inhibition	-	0.8955	89.55%
CYP2C9 inhibition	-	0.6918	69.18%
CYP2C19 inhibition	-	0.8324	83.24%
CYP2D6 inhibition	-	0.9193	91.93%
CYP1A2 inhibition	-	0.7909	79.09%
CYP2C8 inhibition	-	0.7856	78.56%
CYP inhibitory promiscuity	-	0.8186	81.86%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6908	69.08%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9791	97.91%
Skin irritation	-	0.6957	69.57%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6943	69.43%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.7393	73.93%
skin sensitisation	-	0.8217	82.17%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.7385	73.85%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5795	57.95%
Thyroid receptor binding	+	0.5232	52.32%
Glucocorticoid receptor binding	-	0.5150	51.50%
Aromatase binding	+	0.5302	53.02%
PPAR gamma	+	0.5361	53.61%
Honey bee toxicity	-	0.7616	76.16%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6505	65.05%
Fish aquatic toxicity	+	0.8550	85.50%

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	95.35%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.13%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.61%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.95%	94.45%
CHEMBL2581	P07339	Cathepsin D	86.30%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.45%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.06%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	82.84%	92.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.30%	91.24%

Plants that contains it

• Epimedium grandiflorum

Cross-Links

• PubChem: 14845628
• LOTUS: LTS0176939
• wikiData: Q105245439