(1S,8R,13R,14R)-14-[2-(furan-3-yl)-2-oxoethyl]-5,10-dimethyl-7,9-dioxatetracyclo[8.3.1.01,8.05,13]tetradecan-6-one

Details

• Internal ID: 1a2d0e0c-7881-4fac-aeef-395f584ba5eb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1S,8R,13R,14R)-14-[2-(furan-3-yl)-2-oxoethyl]-5,10-dimethyl-7,9-dioxatetracyclo[8.3.1.01,8.05,13]tetradecan-6-one
• InChI: InChI=1S/C20H24O5/c1-18-6-3-7-20-14(18)4-8-19(2,25-17(20)24-16(18)22)15(20)10-13(21)12-5-9-23-11-12/h5,9,11,14-15,17H,3-4,6-8,10H2,1-2H3/t14-,15-,17-,18?,19?,20-/m0/s1
• InChI Key: COSWXWSVBYDRKX-DMRPCWQASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 65.70 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.73
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9772	97.72%
Caco-2	+	0.7660	76.60%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7330	73.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7267	72.67%
OATP1B3 inhibitior	+	0.9654	96.54%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5963	59.63%
P-glycoprotein inhibitior	-	0.4892	48.92%
P-glycoprotein substrate	-	0.6846	68.46%
CYP3A4 substrate	+	0.6214	62.14%
CYP2C9 substrate	-	0.5820	58.20%
CYP2D6 substrate	-	0.8496	84.96%
CYP3A4 inhibition	-	0.6988	69.88%
CYP2C9 inhibition	-	0.9075	90.75%
CYP2C19 inhibition	-	0.8883	88.83%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.8059	80.59%
CYP2C8 inhibition	+	0.4447	44.47%
CYP inhibitory promiscuity	-	0.9404	94.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6594	65.94%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9672	96.72%
Skin irritation	-	0.6274	62.74%
Skin corrosion	-	0.7341	73.41%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8484	84.84%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5057	50.57%
skin sensitisation	-	0.8975	89.75%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4548	45.48%
Acute Oral Toxicity (c)	III	0.5109	51.09%
Estrogen receptor binding	+	0.8898	88.98%
Androgen receptor binding	+	0.6662	66.62%
Thyroid receptor binding	+	0.6517	65.17%
Glucocorticoid receptor binding	+	0.7350	73.50%
Aromatase binding	+	0.7312	73.12%
PPAR gamma	+	0.5941	59.41%
Honey bee toxicity	-	0.9309	93.09%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9899	98.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	95.97%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.42%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.96%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.79%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.38%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.01%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.50%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.61%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.54%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.18%	93.04%
CHEMBL4208	P20618	Proteasome component C5	82.15%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.93%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.95%	97.25%

Plants that contains it

• Hypoestes purpurea

Cross-Links

• PubChem: 163187987
• LOTUS: LTS0268836
• wikiData: Q104967279