[3-(3-Acetyloxy-2-methyl-5-oxocyclopentyl)-2-(hydroxymethyl)-4-(6-methylhepta-2,5-dien-2-yl)cyclopentyl] acetate

Details

• Internal ID: 4b2acc76-b640-4291-ad17-7447cd019a5b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Spatane and 4,10-secospatane diterpenoids
• IUPAC Name: [3-(3-acetyloxy-2-methyl-5-oxocyclopentyl)-2-(hydroxymethyl)-4-(6-methylhepta-2,5-dien-2-yl)cyclopentyl] acetate
• InChI: InChI=1S/C24H36O6/c1-13(2)8-7-9-14(3)18-10-22(30-17(6)27)19(12-25)24(18)23-15(4)21(11-20(23)28)29-16(5)26/h8-9,15,18-19,21-25H,7,10-12H2,1-6H3
• InChI Key: NZWVOVFKAOWSBT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₆
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.25118886 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.62
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9759	97.59%
Caco-2	-	0.5448	54.48%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.9034	90.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8924	89.24%
OATP1B3 inhibitior	+	0.9187	91.87%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9090	90.90%
P-glycoprotein inhibitior	+	0.7414	74.14%
P-glycoprotein substrate	-	0.7530	75.30%
CYP3A4 substrate	+	0.5976	59.76%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8748	87.48%
CYP3A4 inhibition	-	0.8271	82.71%
CYP2C9 inhibition	-	0.7172	71.72%
CYP2C19 inhibition	-	0.7324	73.24%
CYP2D6 inhibition	-	0.8597	85.97%
CYP1A2 inhibition	-	0.6992	69.92%
CYP2C8 inhibition	-	0.8651	86.51%
CYP inhibitory promiscuity	-	0.8267	82.67%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8150	81.50%
Carcinogenicity (trinary)	Non-required	0.7257	72.57%
Eye corrosion	-	0.9786	97.86%
Eye irritation	-	0.9181	91.81%
Skin irritation	-	0.6981	69.81%
Skin corrosion	-	0.9706	97.06%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3766	37.66%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5573	55.73%
skin sensitisation	-	0.7847	78.47%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.6570	65.70%
Acute Oral Toxicity (c)	III	0.4761	47.61%
Estrogen receptor binding	+	0.8052	80.52%
Androgen receptor binding	-	0.5441	54.41%
Thyroid receptor binding	-	0.6009	60.09%
Glucocorticoid receptor binding	+	0.7671	76.71%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.4858	48.58%
Honey bee toxicity	-	0.8213	82.13%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9840	98.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	96.16%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.33%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.58%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.28%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.02%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.31%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.06%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	85.36%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.19%	85.14%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.84%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.00%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.41%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.35%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.05%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74052120
• LOTUS: LTS0162840
• wikiData: Q105188501