[(1R,2S,3R)-3-[(1S,5R)-2-formyl-5-[(2Z)-6-methylhepta-2,5-dien-2-yl]cyclopent-2-en-1-yl]-2-methyl-4-oxocyclopentyl] acetate

Details

• Internal ID: a54d72ae-85d8-4ad0-9697-828fcc97d54d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R,2S,3R)-3-[(1S,5R)-2-formyl-5-[(2Z)-6-methylhepta-2,5-dien-2-yl]cyclopent-2-en-1-yl]-2-methyl-4-oxocyclopentyl] acetate
• InChI: InChI=1S/C22H30O4/c1-13(2)7-6-8-14(3)18-10-9-17(12-23)22(18)21-15(4)20(11-19(21)25)26-16(5)24/h7-9,12,15,18,20-22H,6,10-11H2,1-5H3/b14-8-/t15-,18+,20-,21-,22+/m1/s1
• InChI Key: MKCNQEVJTWJBPS-ZPCNDAKOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₄
• Molecular Weight: 358.50 g/mol
• Exact Mass: 358.21440943 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.21
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.6220	62.20%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8401	84.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8733	87.33%
OATP1B3 inhibitior	+	0.8739	87.39%
MATE1 inhibitior	-	0.5000	50.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8572	85.72%
P-glycoprotein inhibitior	+	0.7212	72.12%
P-glycoprotein substrate	-	0.6785	67.85%
CYP3A4 substrate	+	0.5975	59.75%
CYP2C9 substrate	-	0.7759	77.59%
CYP2D6 substrate	-	0.9007	90.07%
CYP3A4 inhibition	-	0.9321	93.21%
CYP2C9 inhibition	-	0.7665	76.65%
CYP2C19 inhibition	-	0.6612	66.12%
CYP2D6 inhibition	-	0.9215	92.15%
CYP1A2 inhibition	-	0.8706	87.06%
CYP2C8 inhibition	-	0.7841	78.41%
CYP inhibitory promiscuity	-	0.7477	74.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7176	71.76%
Carcinogenicity (trinary)	Non-required	0.6523	65.23%
Eye corrosion	-	0.9427	94.27%
Eye irritation	-	0.9514	95.14%
Skin irritation	-	0.7059	70.59%
Skin corrosion	-	0.9710	97.10%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7472	74.72%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.6470	64.70%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	-	0.8625	86.25%
Nephrotoxicity	+	0.6881	68.81%
Acute Oral Toxicity (c)	III	0.6315	63.15%
Estrogen receptor binding	+	0.6604	66.04%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5309	53.09%
Glucocorticoid receptor binding	+	0.7962	79.62%
Aromatase binding	-	0.5757	57.57%
PPAR gamma	-	0.5319	53.19%
Honey bee toxicity	-	0.8439	84.39%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6051	60.51%
Fish aquatic toxicity	+	0.9872	98.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	95.38%	90.17%
CHEMBL2581	P07339	Cathepsin D	94.97%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.12%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.03%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.51%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.12%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.15%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.22%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.83%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.70%	95.89%
CHEMBL4208	P20618	Proteasome component C5	81.08%	90.00%
CHEMBL1902	P62942	FK506-binding protein 1A	80.24%	97.05%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23427037
• LOTUS: LTS0137552
• wikiData: Q105165823