[(2R,3R,3aE,5R,8R,9Z,11R,12aS)-2,5,11-trimethyl-6,12-dioxo-8-prop-1-en-2-yl-1,2,3,5,7,8,11,12a-octahydrocyclopenta[11]annulen-3-yl] acetate

Details

• Internal ID: 89b063df-f356-437f-9713-79990d475e84
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(2R,3R,3aE,5R,8R,9Z,11R,12aS)-2,5,11-trimethyl-6,12-dioxo-8-prop-1-en-2-yl-1,2,3,5,7,8,11,12a-octahydrocyclopenta[11]annulen-3-yl] acetate
• InChI: InChI=1S/C22H30O4/c1-12(2)17-8-7-13(3)21(25)18-10-15(5)22(26-16(6)23)19(18)9-14(4)20(24)11-17/h7-9,13-15,17-18,22H,1,10-11H2,2-6H3/b8-7-,19-9+/t13-,14-,15-,17+,18+,22-/m1/s1
• InChI Key: XSEUJTRCOWEKGS-CLLQDBIISA-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: 3.80
• Atomic LogP (AlogP): 4.06
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5960	59.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8936	89.36%
OATP1B3 inhibitior	+	0.9092	90.92%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4853	48.53%
P-glycoprotein inhibitior	-	0.4605	46.05%
P-glycoprotein substrate	-	0.6062	60.62%
CYP3A4 substrate	+	0.6091	60.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8619	86.19%
CYP3A4 inhibition	-	0.7333	73.33%
CYP2C9 inhibition	-	0.8795	87.95%
CYP2C19 inhibition	-	0.8966	89.66%
CYP2D6 inhibition	-	0.9326	93.26%
CYP1A2 inhibition	-	0.7209	72.09%
CYP2C8 inhibition	-	0.7542	75.42%
CYP inhibitory promiscuity	-	0.9152	91.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8417	84.17%
Carcinogenicity (trinary)	Non-required	0.5859	58.59%
Eye corrosion	-	0.9556	95.56%
Eye irritation	-	0.9012	90.12%
Skin irritation	-	0.5875	58.75%
Skin corrosion	-	0.9603	96.03%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4233	42.33%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.4745	47.45%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5967	59.67%
Acute Oral Toxicity (c)	III	0.5713	57.13%
Estrogen receptor binding	+	0.6935	69.35%
Androgen receptor binding	+	0.5873	58.73%
Thyroid receptor binding	-	0.5264	52.64%
Glucocorticoid receptor binding	+	0.7008	70.08%
Aromatase binding	-	0.5808	58.08%
PPAR gamma	+	0.6396	63.96%
Honey bee toxicity	-	0.7144	71.44%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9927	99.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.64%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.49%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.09%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.04%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	89.09%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.19%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.28%	95.56%
CHEMBL4208	P20618	Proteasome component C5	84.72%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.91%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.38%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.43%	89.00%

Plants that contains it

• Jatropha integerrima

Cross-Links

• PubChem: 21590076
• LOTUS: LTS0222141
• wikiData: Q105340992