5-(2,6-Dihydroxy-6-methylhept-4-en-2-yl)-4-hydroxy-2-methylcyclohex-2-en-1-one

Details

• Internal ID: 20b94cb4-ea0d-41cc-9b18-559d7b2bcaf6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-(2,6-dihydroxy-6-methylhept-4-en-2-yl)-4-hydroxy-2-methylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(C(CC1=O)C(C)(CC=CC(C)(C)O)O)O
• SMILES (Isomeric): CC1=CC(C(CC1=O)C(C)(CC=CC(C)(C)O)O)O
• InChI: InChI=1S/C15H24O4/c1-10-8-13(17)11(9-12(10)16)15(4,19)7-5-6-14(2,3)18/h5-6,8,11,13,17-19H,7,9H2,1-4H3
• InChI Key: YQOUNJAHPFHRSD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.35
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9798	97.98%
Caco-2	+	0.6380	63.80%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7433	74.33%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9079	90.79%
OATP1B3 inhibitior	+	0.9446	94.46%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7709	77.09%
P-glycoprotein inhibitior	-	0.9113	91.13%
P-glycoprotein substrate	-	0.8594	85.94%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8844	88.44%
CYP3A4 inhibition	-	0.6240	62.40%
CYP2C9 inhibition	-	0.7672	76.72%
CYP2C19 inhibition	-	0.6891	68.91%
CYP2D6 inhibition	-	0.9217	92.17%
CYP1A2 inhibition	-	0.8968	89.68%
CYP2C8 inhibition	-	0.8971	89.71%
CYP inhibitory promiscuity	-	0.7946	79.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8828	88.28%
Carcinogenicity (trinary)	Non-required	0.6212	62.12%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.8350	83.50%
Skin irritation	-	0.5549	55.49%
Skin corrosion	-	0.9416	94.16%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6841	68.41%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	+	0.5815	58.15%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.4535	45.35%
Acute Oral Toxicity (c)	III	0.3890	38.90%
Estrogen receptor binding	-	0.5944	59.44%
Androgen receptor binding	-	0.7762	77.62%
Thyroid receptor binding	+	0.6385	63.85%
Glucocorticoid receptor binding	-	0.5717	57.17%
Aromatase binding	-	0.8136	81.36%
PPAR gamma	-	0.6904	69.04%
Honey bee toxicity	-	0.8753	87.53%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9758	97.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.79%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.06%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.17%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.58%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.21%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.51%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	84.84%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.55%	85.14%

Plants that contains it

• Achillea cretica

Cross-Links

• PubChem: 163023571
• LOTUS: LTS0012548
• wikiData: Q105352412