(1R,7Z,9S)-9-hydroxy-3,8-dimethyl-5,14-dioxatricyclo[10.2.1.02,6]pentadeca-2(6),3,7,12(15)-tetraen-13-one

Details

• Internal ID: aab01737-6219-40ed-9d75-1d2e5926a116
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (1R,7Z,9S)-9-hydroxy-3,8-dimethyl-5,14-dioxatricyclo[10.2.1.02,6]pentadeca-2(6),3,7,12(15)-tetraen-13-one
• InChI: InChI=1S/C15H16O4/c1-8-5-12-14(9(2)7-18-12)13-6-10(15(17)19-13)3-4-11(8)16/h5-7,11,13,16H,3-4H2,1-2H3/b8-5-/t11-,13+/m0/s1
• InChI Key: JWFQYTGNEFSYSJ-UGCNIRMFSA-N
• Popularity: 2 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): 59.70 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.7449	74.49%
Blood Brain Barrier	+	0.6605	66.05%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7362	73.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9108	91.08%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8893	88.93%
P-glycoprotein inhibitior	-	0.9130	91.30%
P-glycoprotein substrate	-	0.8483	84.83%
CYP3A4 substrate	+	0.5502	55.02%
CYP2C9 substrate	-	0.6083	60.83%
CYP2D6 substrate	-	0.8480	84.80%
CYP3A4 inhibition	-	0.8381	83.81%
CYP2C9 inhibition	-	0.7999	79.99%
CYP2C19 inhibition	-	0.8123	81.23%
CYP2D6 inhibition	-	0.8788	87.88%
CYP1A2 inhibition	+	0.6335	63.35%
CYP2C8 inhibition	-	0.8010	80.10%
CYP inhibitory promiscuity	-	0.8964	89.64%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9325	93.25%
Carcinogenicity (trinary)	Non-required	0.4498	44.98%
Eye corrosion	-	0.9722	97.22%
Eye irritation	-	0.9367	93.67%
Skin irritation	-	0.6053	60.53%
Skin corrosion	-	0.8732	87.32%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6185	61.85%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5157	51.57%
skin sensitisation	-	0.7048	70.48%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7025	70.25%
Acute Oral Toxicity (c)	II	0.3331	33.31%
Estrogen receptor binding	+	0.6745	67.45%
Androgen receptor binding	+	0.5748	57.48%
Thyroid receptor binding	-	0.5844	58.44%
Glucocorticoid receptor binding	+	0.7188	71.88%
Aromatase binding	-	0.6015	60.15%
PPAR gamma	+	0.5854	58.54%
Honey bee toxicity	-	0.9063	90.63%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8962	89.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.64%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.80%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.31%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.24%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.13%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.06%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.26%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.64%	100.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.57%	93.03%

Plants that contains it

• Neolitsea parvigemma

Cross-Links

• PubChem: 10658991
• LOTUS: LTS0247772
• wikiData: Q105136130