[(2R,3S,4R,4aR,8aR)-3,4,8,8a-tetramethyl-6-oxo-4-[2-(5-oxo-2H-furan-3-yl)ethyl]-2,3,4a,5-tetrahydro-1H-naphthalen-2-yl] acetate

Details

• Internal ID: 00bcfdea-c3ae-46c0-9340-5ff7d171b716
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: [(2R,3S,4R,4aR,8aR)-3,4,8,8a-tetramethyl-6-oxo-4-[2-(5-oxo-2H-furan-3-yl)ethyl]-2,3,4a,5-tetrahydro-1H-naphthalen-2-yl] acetate
• InChI: InChI=1S/C22H30O5/c1-13-8-17(24)10-19-21(4,7-6-16-9-20(25)26-12-16)14(2)18(27-15(3)23)11-22(13,19)5/h8-9,14,18-19H,6-7,10-12H2,1-5H3/t14-,18-,19-,21+,22+/m1/s1
• InChI Key: MSVYSHCEMUVDJI-HRLOXLBDSA-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): 69.70 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.6400	64.00%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8101	81.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8739	87.39%
OATP1B3 inhibitior	+	0.9455	94.55%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.9057	90.57%
P-glycoprotein inhibitior	+	0.8422	84.22%
P-glycoprotein substrate	-	0.5740	57.40%
CYP3A4 substrate	+	0.6578	65.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9102	91.02%
CYP3A4 inhibition	-	0.6191	61.91%
CYP2C9 inhibition	-	0.8437	84.37%
CYP2C19 inhibition	-	0.8287	82.87%
CYP2D6 inhibition	-	0.9245	92.45%
CYP1A2 inhibition	-	0.7675	76.75%
CYP2C8 inhibition	-	0.6548	65.48%
CYP inhibitory promiscuity	-	0.6354	63.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6089	60.89%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9010	90.10%
Skin irritation	-	0.5349	53.49%
Skin corrosion	-	0.9477	94.77%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7129	71.29%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5743	57.43%
skin sensitisation	-	0.8562	85.62%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6227	62.27%
Acute Oral Toxicity (c)	III	0.7552	75.52%
Estrogen receptor binding	+	0.8568	85.68%
Androgen receptor binding	+	0.6746	67.46%
Thyroid receptor binding	+	0.6306	63.06%
Glucocorticoid receptor binding	+	0.8497	84.97%
Aromatase binding	+	0.7127	71.27%
PPAR gamma	+	0.6649	66.49%
Honey bee toxicity	-	0.7112	71.12%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9967	99.67%

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	98.65%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.73%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.41%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.13%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.63%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.72%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.07%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.71%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.05%	94.80%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.86%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.34%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.84%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.35%	99.23%

Plants that contains it

• Salvia lasiantha

Cross-Links

• PubChem: 162933971
• LOTUS: LTS0006419
• wikiData: Q105171478