(5R)-5-[(5S)-5-hydroxy-6-methylhepta-1,6-dien-2-yl]-2-methylcyclohex-2-en-1-one

Details

• Internal ID: fc24c830-a3ff-4f6a-bc64-85e7091df3f1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (5R)-5-[(5S)-5-hydroxy-6-methylhepta-1,6-dien-2-yl]-2-methylcyclohex-2-en-1-one
• SMILES (Canonical): CC1=CCC(CC1=O)C(=C)CCC(C(=C)C)O
• SMILES (Isomeric): CC1=CC[C@H](CC1=O)C(=C)CC[C@@H](C(=C)C)O
• InChI: InChI=1S/C15H22O2/c1-10(2)14(16)8-6-11(3)13-7-5-12(4)15(17)9-13/h5,13-14,16H,1,3,6-9H2,2,4H3/t13-,14+/m1/s1
• InChI Key: SXAYUEJYPDHZBO-KGLIPLIRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.19
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.6339	63.39%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8189	81.89%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9411	94.11%
OATP1B3 inhibitior	+	0.9527	95.27%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9156	91.56%
P-glycoprotein inhibitior	-	0.9403	94.03%
P-glycoprotein substrate	-	0.8003	80.03%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7735	77.35%
CYP2D6 substrate	-	0.8566	85.66%
CYP3A4 inhibition	-	0.7401	74.01%
CYP2C9 inhibition	-	0.9574	95.74%
CYP2C19 inhibition	-	0.9162	91.62%
CYP2D6 inhibition	-	0.9037	90.37%
CYP1A2 inhibition	-	0.8990	89.90%
CYP2C8 inhibition	-	0.9551	95.51%
CYP inhibitory promiscuity	-	0.8959	89.59%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8328	83.28%
Carcinogenicity (trinary)	Non-required	0.7027	70.27%
Eye corrosion	-	0.8976	89.76%
Eye irritation	+	0.8650	86.50%
Skin irritation	+	0.4922	49.22%
Skin corrosion	-	0.9659	96.59%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4083	40.83%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.6442	64.42%
skin sensitisation	+	0.8485	84.85%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	+	0.5934	59.34%
Acute Oral Toxicity (c)	III	0.8445	84.45%
Estrogen receptor binding	-	0.7981	79.81%
Androgen receptor binding	-	0.7543	75.43%
Thyroid receptor binding	-	0.6895	68.95%
Glucocorticoid receptor binding	+	0.5437	54.37%
Aromatase binding	-	0.7517	75.17%
PPAR gamma	-	0.6331	63.31%
Honey bee toxicity	-	0.8756	87.56%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9582	95.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.98%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.17%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.11%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.14%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.64%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.23%	97.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.23%	97.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.16%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	81.04%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.71%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.02%	93.56%

Plants that contains it

• Mikania shushunensis

Cross-Links

• PubChem: 163061875
• LOTUS: LTS0112512
• wikiData: Q105263015