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

Details

• Internal ID: f58237f5-98c8-4257-b8cf-2f0b6458b0a7
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1R,8R,9S,10R,12R)-9-[2-[(2S)-2-hydroxy-5-oxo-2H-furan-4-yl]ethyl]-9,10,12-trimethyl-2-oxatricyclo[6.3.1.04,12]dodec-4-en-3-one
• SMILES (Canonical): CC1CC2C3(C(C1(C)CCC4=CC(OC4=O)O)CCC=C3C(=O)O2)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]2[C@@]3([C@@H]([C@@]1(C)CCC4=C[C@H](OC4=O)O)CCC=C3C(=O)O2)C
• InChI: InChI=1S/C20H26O5/c1-11-9-15-20(3)13(18(23)24-15)5-4-6-14(20)19(11,2)8-7-12-10-16(21)25-17(12)22/h5,10-11,14-16,21H,4,6-9H2,1-3H3/t11-,14-,15-,16+,19+,20+/m1/s1
• InChI Key: OOWMQASGDGGERT-APWPEURWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9860	98.60%
Caco-2	+	0.6390	63.90%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7931	79.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8677	86.77%
OATP1B3 inhibitior	+	0.9086	90.86%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.5271	52.71%
BSEP inhibitior	+	0.5827	58.27%
P-glycoprotein inhibitior	-	0.6223	62.23%
P-glycoprotein substrate	-	0.6302	63.02%
CYP3A4 substrate	+	0.6489	64.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8783	87.83%
CYP3A4 inhibition	-	0.6473	64.73%
CYP2C9 inhibition	-	0.9161	91.61%
CYP2C19 inhibition	-	0.9463	94.63%
CYP2D6 inhibition	-	0.9660	96.60%
CYP1A2 inhibition	-	0.6234	62.34%
CYP2C8 inhibition	-	0.6925	69.25%
CYP inhibitory promiscuity	-	0.9005	90.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4404	44.04%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9337	93.37%
Skin irritation	+	0.7091	70.91%
Skin corrosion	-	0.8705	87.05%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6761	67.61%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6325	63.25%
skin sensitisation	-	0.8433	84.33%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5521	55.21%
Acute Oral Toxicity (c)	III	0.5570	55.70%
Estrogen receptor binding	+	0.8104	81.04%
Androgen receptor binding	+	0.5523	55.23%
Thyroid receptor binding	+	0.5818	58.18%
Glucocorticoid receptor binding	+	0.6732	67.32%
Aromatase binding	+	0.8107	81.07%
PPAR gamma	+	0.6484	64.84%
Honey bee toxicity	-	0.7530	75.30%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9943	99.43%

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	97.66%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.78%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.05%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.35%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.52%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.43%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.83%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.87%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.59%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	80.35%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.28%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162881753
• LOTUS: LTS0200163
• wikiData: Q105195676