(1S,8R,10S)-3,8-dimethyl-5,9,15-trioxatetracyclo[11.2.1.02,6.08,10]hexadeca-2(6),3,13(16)-trien-14-one

Details

• Internal ID: d39e1006-80b8-4042-8cb5-c28cc623fb34
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (1S,8R,10S)-3,8-dimethyl-5,9,15-trioxatetracyclo[11.2.1.02,6.08,10]hexadeca-2(6),3,13(16)-trien-14-one
• SMILES (Canonical): CC1=COC2=C1C3C=C(CCC4C(C2)(O4)C)C(=O)O3
• SMILES (Isomeric): CC1=COC2=C1[C@@H]3C=C(CC[C@H]4[C@@](C2)(O4)C)C(=O)O3
• InChI: InChI=1S/C15H16O4/c1-8-7-17-11-6-15(2)12(19-15)4-3-9-5-10(13(8)11)18-14(9)16/h5,7,10,12H,3-4,6H2,1-2H3/t10-,12-,15+/m0/s1
• InChI Key: NJMLHRWYACXVHJ-ITDIGPHOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₄
• Molecular Weight: 260.28 g/mol
• Exact Mass: 260.10485899 g/mol
• Topological Polar Surface Area (TPSA): 52.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.7639	76.39%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6651	66.51%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9181	91.81%
OATP1B3 inhibitior	+	0.9601	96.01%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8318	83.18%
P-glycoprotein inhibitior	-	0.8813	88.13%
P-glycoprotein substrate	-	0.8671	86.71%
CYP3A4 substrate	+	0.6077	60.77%
CYP2C9 substrate	-	0.6050	60.50%
CYP2D6 substrate	-	0.8608	86.08%
CYP3A4 inhibition	-	0.8016	80.16%
CYP2C9 inhibition	-	0.7792	77.92%
CYP2C19 inhibition	-	0.7961	79.61%
CYP2D6 inhibition	-	0.8858	88.58%
CYP1A2 inhibition	+	0.7349	73.49%
CYP2C8 inhibition	-	0.8147	81.47%
CYP inhibitory promiscuity	-	0.8714	87.14%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5383	53.83%
Eye corrosion	-	0.9734	97.34%
Eye irritation	-	0.9199	91.99%
Skin irritation	-	0.6266	62.66%
Skin corrosion	-	0.9151	91.51%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7230	72.30%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7080	70.80%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6033	60.33%
Acute Oral Toxicity (c)	III	0.4485	44.85%
Estrogen receptor binding	+	0.5755	57.55%
Androgen receptor binding	+	0.5713	57.13%
Thyroid receptor binding	-	0.5584	55.84%
Glucocorticoid receptor binding	+	0.6365	63.65%
Aromatase binding	-	0.6704	67.04%
PPAR gamma	+	0.7205	72.05%
Honey bee toxicity	-	0.8962	89.62%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9896	98.96%

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	94.74%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	88.82%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.96%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.30%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.37%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.21%	91.11%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	85.72%	95.34%
CHEMBL2581	P07339	Cathepsin D	83.21%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.99%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.49%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.25%	93.04%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.31%	93.03%

Plants that contains it

• Neolitsea cassia

Cross-Links

• PubChem: 163099902
• LOTUS: LTS0261559
• wikiData: Q105180206