(E,2S,6R)-6-hydroxy-2-(hydroxymethyl)-6-[(1R)-4-methyl-5-oxocyclohex-3-en-1-yl]hept-3-enoic acid

Details

• Internal ID: 2823baeb-3ded-47f0-a989-4474c59af5f7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (E,2S,6R)-6-hydroxy-2-(hydroxymethyl)-6-[(1R)-4-methyl-5-oxocyclohex-3-en-1-yl]hept-3-enoic acid
• SMILES (Canonical): CC1=CCC(CC1=O)C(C)(CC=CC(CO)C(=O)O)O
• SMILES (Isomeric): CC1=CC[C@H](CC1=O)[C@@](C)(C/C=C/[C@@H](CO)C(=O)O)O
• InChI: InChI=1S/C15H22O5/c1-10-5-6-12(8-13(10)17)15(2,20)7-3-4-11(9-16)14(18)19/h3-5,11-12,16,20H,6-9H2,1-2H3,(H,18,19)/b4-3+/t11-,12+,15+/m0/s1
• InChI Key: KACVMEMFQAZWRF-KHEKRENISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.30
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9647	96.47%
Caco-2	-	0.7437	74.37%
Blood Brain Barrier	+	0.5138	51.38%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8716	87.16%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.8423	84.23%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7702	77.02%
BSEP inhibitior	-	0.7518	75.18%
P-glycoprotein inhibitior	-	0.9326	93.26%
P-glycoprotein substrate	-	0.8343	83.43%
CYP3A4 substrate	+	0.5205	52.05%
CYP2C9 substrate	-	0.8149	81.49%
CYP2D6 substrate	-	0.9135	91.35%
CYP3A4 inhibition	-	0.9274	92.74%
CYP2C9 inhibition	-	0.8786	87.86%
CYP2C19 inhibition	-	0.9020	90.20%
CYP2D6 inhibition	-	0.9187	91.87%
CYP1A2 inhibition	-	0.9339	93.39%
CYP2C8 inhibition	-	0.8370	83.70%
CYP inhibitory promiscuity	-	0.9740	97.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8928	89.28%
Carcinogenicity (trinary)	Non-required	0.7095	70.95%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8888	88.88%
Skin irritation	-	0.7367	73.67%
Skin corrosion	-	0.9722	97.22%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7407	74.07%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6074	60.74%
skin sensitisation	-	0.7518	75.18%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7844	78.44%
Acute Oral Toxicity (c)	III	0.5820	58.20%
Estrogen receptor binding	-	0.6690	66.90%
Androgen receptor binding	-	0.6147	61.47%
Thyroid receptor binding	+	0.5260	52.60%
Glucocorticoid receptor binding	-	0.5456	54.56%
Aromatase binding	-	0.7100	71.00%
PPAR gamma	-	0.5062	50.62%
Honey bee toxicity	-	0.8937	89.37%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9796	97.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.05%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.75%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.02%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.77%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.73%	93.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.41%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	86.23%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.71%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.02%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.60%	90.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.26%	93.00%

Plants that contains it

• Achillea cretica

Cross-Links

• PubChem: 162944874
• LOTUS: LTS0038388
• wikiData: Q105137797