3,5,5-Trimethyl-4-[3-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypenta-1,3-dienyl]cyclohex-2-en-1-one

Details

• Internal ID: 11255156-d770-4840-9de5-a88d60a47bfc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 3,5,5-trimethyl-4-[3-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypenta-1,3-dienyl]cyclohex-2-en-1-one
• InChI: InChI=1S/C21H32O7/c1-12(5-6-15-13(2)9-14(23)10-21(15,3)4)7-8-27-20-19(26)18(25)17(24)16(11-22)28-20/h5-7,9,15-20,22,24-26H,8,10-11H2,1-4H3
• InChI Key: ZQNWZSDLRNNPNH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₇
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.21480336 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 0.87
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4820	48.20%
Caco-2	-	0.7128	71.28%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8371	83.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8915	89.15%
OATP1B3 inhibitior	+	0.8726	87.26%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.7757	77.57%
P-glycoprotein inhibitior	-	0.7444	74.44%
P-glycoprotein substrate	-	0.7792	77.92%
CYP3A4 substrate	+	0.6474	64.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8875	88.75%
CYP3A4 inhibition	-	0.9542	95.42%
CYP2C9 inhibition	-	0.7757	77.57%
CYP2C19 inhibition	-	0.8245	82.45%
CYP2D6 inhibition	-	0.9191	91.91%
CYP1A2 inhibition	-	0.8122	81.22%
CYP2C8 inhibition	-	0.7051	70.51%
CYP inhibitory promiscuity	-	0.8132	81.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6640	66.40%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9777	97.77%
Skin irritation	-	0.7878	78.78%
Skin corrosion	-	0.9563	95.63%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6789	67.89%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8010	80.10%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5370	53.70%
Acute Oral Toxicity (c)	III	0.6947	69.47%
Estrogen receptor binding	+	0.6323	63.23%
Androgen receptor binding	-	0.5323	53.23%
Thyroid receptor binding	+	0.5398	53.98%
Glucocorticoid receptor binding	-	0.4686	46.86%
Aromatase binding	-	0.4945	49.45%
PPAR gamma	+	0.6087	60.87%
Honey bee toxicity	-	0.8095	80.95%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.8781	87.81%

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	98.58%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.24%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.12%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.35%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	89.03%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.52%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.31%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.90%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.78%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.97%	97.09%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.27%	89.34%

Plants that contains it

• Cydonia oblonga

Cross-Links

• PubChem: 163036545
• LOTUS: LTS0204340
• wikiData: Q105381573