(1R,4S,8R,9R,10S,12R)-9-[2-(furan-3-yl)-2-oxoethyl]-9,10,12-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-3-one

Details

• Internal ID: 8feedd27-0409-4066-af42-b647c5f570ef
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aryl ketones > Aryl alkyl ketones
• IUPAC Name: (1R,4S,8R,9R,10S,12R)-9-[2-(furan-3-yl)-2-oxoethyl]-9,10,12-trimethyl-2-oxatricyclo[6.3.1.04,12]dodecan-3-one
• SMILES (Canonical): CC1CC2C3(C(CCCC3C1(C)CC(=O)C4=COC=C4)C(=O)O2)C
• SMILES (Isomeric): C[C@H]1C[C@@H]2[C@]3([C@H](CCC[C@@H]3[C@]1(C)CC(=O)C4=COC=C4)C(=O)O2)C
• InChI: InChI=1S/C20H26O4/c1-12-9-17-20(3)14(18(22)24-17)5-4-6-16(20)19(12,2)10-15(21)13-7-8-23-11-13/h7-8,11-12,14,16-17H,4-6,9-10H2,1-3H3/t12-,14+,16+,17+,19+,20-/m0/s1
• InChI Key: YVLGLKBVQAHOHD-BNKAZNPYSA-N
• Popularity: 1 reference 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): 56.50 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.25
• 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	+	0.9885	98.85%
Caco-2	+	0.7523	75.23%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7049	70.49%
OATP2B1 inhibitior	-	0.8629	86.29%
OATP1B1 inhibitior	-	0.3195	31.95%
OATP1B3 inhibitior	+	0.9520	95.20%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7153	71.53%
P-glycoprotein inhibitior	-	0.6188	61.88%
P-glycoprotein substrate	-	0.6962	69.62%
CYP3A4 substrate	+	0.6226	62.26%
CYP2C9 substrate	+	1.0000	100.00%
CYP2D6 substrate	-	0.8527	85.27%
CYP3A4 inhibition	-	0.6126	61.26%
CYP2C9 inhibition	-	0.8813	88.13%
CYP2C19 inhibition	-	0.8714	87.14%
CYP2D6 inhibition	-	0.9626	96.26%
CYP1A2 inhibition	-	0.8340	83.40%
CYP2C8 inhibition	-	0.7048	70.48%
CYP inhibitory promiscuity	-	0.9215	92.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5946	59.46%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9665	96.65%
Skin irritation	-	0.5823	58.23%
Skin corrosion	-	0.7496	74.96%
Ames mutagenesis	-	0.7134	71.34%
Human Ether-a-go-go-Related Gene inhibition	+	0.8500	85.00%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5656	56.56%
skin sensitisation	-	0.8985	89.85%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.5712	57.12%
Acute Oral Toxicity (c)	III	0.6488	64.88%
Estrogen receptor binding	+	0.8866	88.66%
Androgen receptor binding	+	0.5408	54.08%
Thyroid receptor binding	+	0.5160	51.60%
Glucocorticoid receptor binding	+	0.6213	62.13%
Aromatase binding	+	0.7147	71.47%
PPAR gamma	+	0.5188	51.88%
Honey bee toxicity	-	0.9125	91.25%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9939	99.39%

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	95.17%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.09%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.40%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.33%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.73%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.89%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.03%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.74%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.63%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.82%	99.23%

Plants that contains it

• Cornutia pyramidata

Cross-Links

• PubChem: 101263451
• LOTUS: LTS0262864
• wikiData: Q105365496