(1R,8R,9S,10R,12R)-9,10,12-trimethyl-9-[2-(5-oxo-2H-furan-4-yl)ethyl]-2-oxatricyclo[6.3.1.04,12]dodec-4-en-3-one

Details

• Internal ID: 21ce4aaa-1d82-4956-abb2-6a864597b1a8
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1R,8R,9S,10R,12R)-9,10,12-trimethyl-9-[2-(5-oxo-2H-furan-4-yl)ethyl]-2-oxatricyclo[6.3.1.04,12]dodec-4-en-3-one
• InChI: InChI=1S/C20H26O4/c1-12-11-16-20(3)14(18(22)24-16)5-4-6-15(20)19(12,2)9-7-13-8-10-23-17(13)21/h5,8,12,15-16H,4,6-7,9-11H2,1-3H3/t12-,15-,16-,19+,20+/m1/s1
• InChI Key: VAGWFVOITDPYDG-OZZRQTCFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.56
• H-Bond Acceptor: 4
• 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	+	0.9945	99.45%
Caco-2	+	0.6610	66.10%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8469	84.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8802	88.02%
OATP1B3 inhibitior	+	0.9712	97.12%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.6023	60.23%
P-glycoprotein inhibitior	-	0.4944	49.44%
P-glycoprotein substrate	-	0.5414	54.14%
CYP3A4 substrate	+	0.6211	62.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8866	88.66%
CYP3A4 inhibition	-	0.6430	64.30%
CYP2C9 inhibition	-	0.9072	90.72%
CYP2C19 inhibition	-	0.9280	92.80%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.8333	83.33%
CYP2C8 inhibition	-	0.7006	70.06%
CYP inhibitory promiscuity	-	0.8338	83.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4884	48.84%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9088	90.88%
Skin irritation	+	0.5293	52.93%
Skin corrosion	-	0.9181	91.81%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7175	71.75%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8611	86.11%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5592	55.92%
Acute Oral Toxicity (c)	III	0.7917	79.17%
Estrogen receptor binding	+	0.7761	77.61%
Androgen receptor binding	+	0.5634	56.34%
Thyroid receptor binding	+	0.6060	60.60%
Glucocorticoid receptor binding	+	0.7543	75.43%
Aromatase binding	+	0.7458	74.58%
PPAR gamma	+	0.6533	65.33%
Honey bee toxicity	-	0.8361	83.61%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9957	99.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.03%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.70%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.49%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.19%	83.57%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.77%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.37%	96.09%
CHEMBL2581	P07339	Cathepsin D	86.70%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.63%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.47%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.45%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.35%	94.80%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.13%	86.92%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162943278
• LOTUS: LTS0269945
• wikiData: Q105282702