(1R)-3,8-dimethyl-5,14-dioxatricyclo[10.2.1.02,6]pentadeca-2,6,8,12(15)-tetraene-4,13-dione

Details

• Internal ID: dfef4780-af20-4eca-9654-ee24df6b4281
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (1R)-3,8-dimethyl-5,14-dioxatricyclo[10.2.1.02,6]pentadeca-2,6,8,12(15)-tetraene-4,13-dione
• SMILES (Canonical): CC1=CCCC2=CC(C3=C(C(=O)OC3=C1)C)OC2=O
• SMILES (Isomeric): CC1=CCCC2=C[C@H](C3=C(C(=O)OC3=C1)C)OC2=O
• InChI: InChI=1S/C15H14O4/c1-8-4-3-5-10-7-12(19-15(10)17)13-9(2)14(16)18-11(13)6-8/h4,6-7,12H,3,5H2,1-2H3/t12-/m1/s1
• InChI Key: ALHPETDJKFISPE-GFCCVEGCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.34
• 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	+	0.9917	99.17%
Caco-2	+	0.7843	78.43%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6487	64.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9082	90.82%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6171	61.71%
P-glycoprotein inhibitior	-	0.9018	90.18%
P-glycoprotein substrate	-	0.8925	89.25%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8668	86.68%
CYP3A4 inhibition	-	0.8661	86.61%
CYP2C9 inhibition	-	0.8504	85.04%
CYP2C19 inhibition	-	0.8970	89.70%
CYP2D6 inhibition	-	0.9070	90.70%
CYP1A2 inhibition	+	0.7032	70.32%
CYP2C8 inhibition	-	0.8498	84.98%
CYP inhibitory promiscuity	-	0.8559	85.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9525	95.25%
Carcinogenicity (trinary)	Non-required	0.4221	42.21%
Eye corrosion	-	0.8753	87.53%
Eye irritation	+	0.6036	60.36%
Skin irritation	+	0.5369	53.69%
Skin corrosion	-	0.6649	66.49%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5994	59.94%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.7278	72.78%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7816	78.16%
Acute Oral Toxicity (c)	III	0.5171	51.71%
Estrogen receptor binding	+	0.6192	61.92%
Androgen receptor binding	+	0.5342	53.42%
Thyroid receptor binding	-	0.7381	73.81%
Glucocorticoid receptor binding	+	0.5943	59.43%
Aromatase binding	-	0.6184	61.84%
PPAR gamma	-	0.5993	59.93%
Honey bee toxicity	-	0.8672	86.72%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9332	93.32%

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	91.36%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.36%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	86.05%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.36%	91.11%
CHEMBL2581	P07339	Cathepsin D	84.91%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.52%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.69%	97.09%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.53%	90.93%

Plants that contains it

• Lindera aggregata

Cross-Links

• PubChem: 162903166
• LOTUS: LTS0103747
• wikiData: Q104914132