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

Details

• Internal ID: df87aeb8-bded-4f1e-8fde-ede9afb60897
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Elisabethane diterpenoids
• IUPAC Name: [(1S,3S,3aR,6S,6aS,10aR)-6a-hydroxy-3,6,9-trimethyl-1-(2-methylprop-1-enyl)-7,10-dioxo-2,3,3a,4,5,6-hexahydro-1H-cyclopenta[j]naphthalen-8-yl] acetate
• InChI: InChI=1S/C22H30O5/c1-11(2)9-16-10-12(3)17-8-7-13(4)22(26)20(25)18(27-15(6)23)14(5)19(24)21(16,17)22/h9,12-13,16-17,26H,7-8,10H2,1-6H3/t12-,13-,16+,17+,21+,22+/m0/s1
• InChI Key: VKFQFGWXKKFZLB-UVHNTFQTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₅
• Molecular Weight: 374.50 g/mol
• Exact Mass: 374.20932405 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9910	99.10%
Caco-2	+	0.6155	61.55%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8537	85.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9138	91.38%
OATP1B3 inhibitior	-	0.4051	40.51%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6603	66.03%
BSEP inhibitior	-	0.5946	59.46%
P-glycoprotein inhibitior	-	0.5684	56.84%
P-glycoprotein substrate	-	0.7201	72.01%
CYP3A4 substrate	+	0.6557	65.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9023	90.23%
CYP3A4 inhibition	-	0.8396	83.96%
CYP2C9 inhibition	-	0.6721	67.21%
CYP2C19 inhibition	-	0.7472	74.72%
CYP2D6 inhibition	-	0.9466	94.66%
CYP1A2 inhibition	-	0.5577	55.77%
CYP2C8 inhibition	-	0.7601	76.01%
CYP inhibitory promiscuity	-	0.8890	88.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5890	58.90%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8734	87.34%
Skin irritation	+	0.6071	60.71%
Skin corrosion	-	0.9541	95.41%
Ames mutagenesis	-	0.6674	66.74%
Human Ether-a-go-go-Related Gene inhibition	-	0.6617	66.17%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5023	50.23%
skin sensitisation	-	0.6379	63.79%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5554	55.54%
Acute Oral Toxicity (c)	III	0.3696	36.96%
Estrogen receptor binding	+	0.6932	69.32%
Androgen receptor binding	+	0.6428	64.28%
Thyroid receptor binding	+	0.5213	52.13%
Glucocorticoid receptor binding	+	0.7930	79.30%
Aromatase binding	-	0.5079	50.79%
PPAR gamma	-	0.4862	48.62%
Honey bee toxicity	-	0.6310	63.10%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.35%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.27%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.95%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.32%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.55%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	87.50%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.35%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.58%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	84.17%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.14%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.50%	97.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 15867237
• LOTUS: LTS0098510
• wikiData: Q105287718