4-[10-(5-Hydroxy-3,5,6-trimethyl-2,6-dihydropyran-2-yl)undeca-1,3,5,7,9-pentaenyl]-2,4,5-trimethylcyclopent-2-en-1-one

Details

• Internal ID: 9284f239-4ee1-42c2-8b41-5225cdd3ac4e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: 4-[10-(5-hydroxy-3,5,6-trimethyl-2,6-dihydropyran-2-yl)undeca-1,3,5,7,9-pentaenyl]-2,4,5-trimethylcyclopent-2-en-1-one
• SMILES (Canonical): CC1C(=O)C(=CC1(C)C=CC=CC=CC=CC=C(C)C2C(=CC(C(O2)C)(C)O)C)C
• SMILES (Isomeric): CC1C(=O)C(=CC1(C)C=CC=CC=CC=CC=C(C)C2C(=CC(C(O2)C)(C)O)C)C
• InChI: InChI=1S/C27H36O3/c1-19(25-21(3)18-27(7,29)23(5)30-25)15-13-11-9-8-10-12-14-16-26(6)17-20(2)24(28)22(26)4/h8-18,22-23,25,29H,1-7H3
• InChI Key: AWKOIWWVZPOTLM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₃
• Molecular Weight: 408.60 g/mol
• Exact Mass: 408.26644501 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.81
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	-	0.5920	59.20%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7731	77.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8812	88.12%
OATP1B3 inhibitior	+	0.9742	97.42%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8960	89.60%
P-glycoprotein inhibitior	+	0.6510	65.10%
P-glycoprotein substrate	-	0.7324	73.24%
CYP3A4 substrate	+	0.6372	63.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8854	88.54%
CYP3A4 inhibition	-	0.7856	78.56%
CYP2C9 inhibition	-	0.9153	91.53%
CYP2C19 inhibition	-	0.8104	81.04%
CYP2D6 inhibition	-	0.9410	94.10%
CYP1A2 inhibition	-	0.7929	79.29%
CYP2C8 inhibition	-	0.8425	84.25%
CYP inhibitory promiscuity	-	0.7101	71.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8944	89.44%
Carcinogenicity (trinary)	Non-required	0.5172	51.72%
Eye corrosion	-	0.8850	88.50%
Eye irritation	-	0.9571	95.71%
Skin irritation	+	0.6579	65.79%
Skin corrosion	-	0.8629	86.29%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8269	82.69%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	+	0.5445	54.45%
skin sensitisation	+	0.5407	54.07%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.7267	72.67%
Acute Oral Toxicity (c)	III	0.6962	69.62%
Estrogen receptor binding	+	0.8352	83.52%
Androgen receptor binding	+	0.5227	52.27%
Thyroid receptor binding	+	0.7517	75.17%
Glucocorticoid receptor binding	+	0.5684	56.84%
Aromatase binding	+	0.7491	74.91%
PPAR gamma	+	0.6287	62.87%
Honey bee toxicity	-	0.8703	87.03%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	-	0.4629	46.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.79%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	85.94%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.16%	89.00%
CHEMBL2581	P07339	Cathepsin D	84.84%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.89%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	83.64%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.76%	99.23%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.75%	85.30%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.51%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.15%	94.45%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	80.77%	95.64%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163008590
• LOTUS: LTS0097261
• wikiData: Q103816497