3,4-Dihydroxy-5-(2-hydroxy-6-methylhept-5-en-2-yl)-2-methylidenecyclohexan-1-one

Details

• Internal ID: 52705141-07bf-4737-935e-67d9a5ee60a5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3,4-dihydroxy-5-(2-hydroxy-6-methylhept-5-en-2-yl)-2-methylidenecyclohexan-1-one
• InChI: InChI=1S/C15H24O4/c1-9(2)6-5-7-15(4,19)11-8-12(16)10(3)13(17)14(11)18/h6,11,13-14,17-19H,3,5,7-8H2,1-2,4H3
• InChI Key: CBBNBHQRNCDHQF-UHFFFAOYSA-N
• Popularity: 2 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: 1.60
• 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	+	0.9482	94.82%
Caco-2	+	0.5978	59.78%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7779	77.79%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.9059	90.59%
OATP1B3 inhibitior	+	0.8840	88.40%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7602	76.02%
P-glycoprotein inhibitior	-	0.8933	89.33%
P-glycoprotein substrate	-	0.8858	88.58%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	-	0.7443	74.43%
CYP2C9 inhibition	-	0.7579	75.79%
CYP2C19 inhibition	-	0.6711	67.11%
CYP2D6 inhibition	-	0.9177	91.77%
CYP1A2 inhibition	-	0.8773	87.73%
CYP2C8 inhibition	-	0.9479	94.79%
CYP inhibitory promiscuity	-	0.9478	94.78%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7071	70.71%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.8044	80.44%
Skin irritation	+	0.5106	51.06%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6487	64.87%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5710	57.10%
skin sensitisation	-	0.5543	55.43%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.6249	62.49%
Acute Oral Toxicity (c)	III	0.4798	47.98%
Estrogen receptor binding	-	0.5732	57.32%
Androgen receptor binding	-	0.7154	71.54%
Thyroid receptor binding	-	0.5873	58.73%
Glucocorticoid receptor binding	+	0.5442	54.42%
Aromatase binding	-	0.7537	75.37%
PPAR gamma	-	0.5276	52.76%
Honey bee toxicity	-	0.8209	82.09%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9881	98.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.36%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.18%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.44%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.89%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.10%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	87.85%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.96%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.22%	89.34%
CHEMBL1977	P11473	Vitamin D receptor	85.98%	99.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.47%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.14%	90.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.58%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.46%	97.09%

Plants that contains it

• Anthemis maritima

Cross-Links

• PubChem: 162927774
• LOTUS: LTS0163833
• wikiData: Q104952172