[(1S,3S,3aR,6S,6aR,10aS)-3,6,9-trimethyl-1-(2-methylprop-1-enyl)-7,10-dioxo-1,2,3,3a,4,5,6,6a-octahydrocyclopenta[j]naphthalen-8-yl] acetate

Details

• Internal ID: e2192f07-e3f2-4da4-a411-f9aa80f858fd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Elisabethane diterpenoids
• IUPAC Name: [(1S,3S,3aR,6S,6aR,10aS)-3,6,9-trimethyl-1-(2-methylprop-1-enyl)-7,10-dioxo-1,2,3,3a,4,5,6,6a-octahydrocyclopenta[j]naphthalen-8-yl] acetate
• InChI: InChI=1S/C22H30O4/c1-11(2)9-16-10-13(4)17-8-7-12(3)18-19(24)20(26-15(6)23)14(5)21(25)22(16,17)18/h9,12-13,16-18H,7-8,10H2,1-6H3/t12-,13-,16+,17+,18-,22+/m0/s1
• InChI Key: WDOBQQCCJAKODE-UPMQHEDOSA-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: 4.70
• Atomic LogP (AlogP): 4.25
• 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	+	0.9946	99.46%
Caco-2	+	0.7403	74.03%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7778	77.78%
OATP2B1 inhibitior	-	0.8620	86.20%
OATP1B1 inhibitior	+	0.8910	89.10%
OATP1B3 inhibitior	+	0.8627	86.27%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5764	57.64%
P-glycoprotein inhibitior	+	0.5846	58.46%
P-glycoprotein substrate	-	0.7300	73.00%
CYP3A4 substrate	+	0.6661	66.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8955	89.55%
CYP3A4 inhibition	-	0.8235	82.35%
CYP2C9 inhibition	-	0.7104	71.04%
CYP2C19 inhibition	-	0.7866	78.66%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	-	0.7493	74.93%
CYP2C8 inhibition	-	0.6355	63.55%
CYP inhibitory promiscuity	-	0.8253	82.53%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5451	54.51%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8660	86.60%
Skin irritation	+	0.5333	53.33%
Skin corrosion	-	0.9602	96.02%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4893	48.93%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.7066	70.66%
skin sensitisation	-	0.6093	60.93%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7645	76.45%
Acute Oral Toxicity (c)	III	0.4097	40.97%
Estrogen receptor binding	+	0.6114	61.14%
Androgen receptor binding	+	0.6667	66.67%
Thyroid receptor binding	-	0.5658	56.58%
Glucocorticoid receptor binding	+	0.8124	81.24%
Aromatase binding	-	0.6623	66.23%
PPAR gamma	+	0.5487	54.87%
Honey bee toxicity	-	0.6370	63.70%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.26%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.97%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.92%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.63%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.02%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	86.88%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.70%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.77%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.94%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.91%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 25215561
• LOTUS: LTS0202218
• wikiData: Q105302563