(6R)-6-[(1R,5S)-5-hydroxy-4-methyl-2-oxocyclohex-3-en-1-yl]-2-methylhept-2-enal

Details

• Internal ID: 0d4f04ad-8122-43d3-b638-56d188548b0a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (6R)-6-[(1R,5S)-5-hydroxy-4-methyl-2-oxocyclohex-3-en-1-yl]-2-methylhept-2-enal
• SMILES (Canonical): CC1=CC(=O)C(CC1O)C(C)CCC=C(C)C=O
• SMILES (Isomeric): CC1=CC(=O)[C@H](C[C@@H]1O)[C@H](C)CCC=C(C)C=O
• InChI: InChI=1S/C15H22O3/c1-10(9-16)5-4-6-11(2)13-8-14(17)12(3)7-15(13)18/h5,7,9,11,13-14,17H,4,6,8H2,1-3H3/t11-,13-,14+/m1/s1
• InChI Key: GUYBBBOEAXZEII-BNOWGMLFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.44
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.6924	69.24%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8432	84.32%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9097	90.97%
OATP1B3 inhibitior	+	0.9659	96.59%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7458	74.58%
P-glycoprotein inhibitior	-	0.9433	94.33%
P-glycoprotein substrate	-	0.5824	58.24%
CYP3A4 substrate	+	0.5221	52.21%
CYP2C9 substrate	-	0.7791	77.91%
CYP2D6 substrate	-	0.8560	85.60%
CYP3A4 inhibition	-	0.6213	62.13%
CYP2C9 inhibition	-	0.9117	91.17%
CYP2C19 inhibition	-	0.9034	90.34%
CYP2D6 inhibition	-	0.8463	84.63%
CYP1A2 inhibition	-	0.8688	86.88%
CYP2C8 inhibition	-	0.9817	98.17%
CYP inhibitory promiscuity	-	0.9435	94.35%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8028	80.28%
Carcinogenicity (trinary)	Non-required	0.6954	69.54%
Eye corrosion	-	0.9751	97.51%
Eye irritation	-	0.9142	91.42%
Skin irritation	+	0.5654	56.54%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6039	60.39%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	+	0.6320	63.20%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	-	0.5164	51.64%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.8036	80.36%
Acute Oral Toxicity (c)	III	0.7200	72.00%
Estrogen receptor binding	-	0.5968	59.68%
Androgen receptor binding	-	0.7223	72.23%
Thyroid receptor binding	-	0.7113	71.13%
Glucocorticoid receptor binding	+	0.6420	64.20%
Aromatase binding	-	0.8177	81.77%
PPAR gamma	-	0.6818	68.18%
Honey bee toxicity	-	0.8937	89.37%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9772	97.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.39%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.46%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.26%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.62%	90.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.98%	93.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.34%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.13%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.12%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.89%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.85%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.70%	90.08%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.57%	90.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.56%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.20%	97.25%

Plants that contains it

• Achillea collina

Cross-Links

• PubChem: 163030473
• LOTUS: LTS0056840
• wikiData: Q105020798