(1R,2R,4R,7R,8R,11S)-2,7,11-trimethyl-5,12,13-trioxatetracyclo[9.2.2.01,10.04,8]pentadeca-9,14-dien-6-one

Details

• Internal ID: 686fbc57-aaea-4e70-9f6e-36b1a49599e2
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1R,2R,4R,7R,8R,11S)-2,7,11-trimethyl-5,12,13-trioxatetracyclo[9.2.2.01,10.04,8]pentadeca-9,14-dien-6-one
• SMILES (Canonical): CC1CC2C(C=C3C14C=CC3(OO4)C)C(C(=O)O2)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]2[C@H](C=C3[C@]14C=C[C@@]3(OO4)C)[C@H](C(=O)O2)C
• InChI: InChI=1S/C15H18O4/c1-8-6-11-10(9(2)13(16)17-11)7-12-14(3)4-5-15(8,12)19-18-14/h4-5,7-11H,6H2,1-3H3/t8-,9-,10-,11-,14+,15+/m1/s1
• InChI Key: CSEVXTYTVZSZPO-BCIPIUJLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.16
• 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	+	0.9885	98.85%
Caco-2	+	0.8252	82.52%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5148	51.48%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9352	93.52%
OATP1B3 inhibitior	+	0.9579	95.79%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8599	85.99%
P-glycoprotein inhibitior	-	0.8720	87.20%
P-glycoprotein substrate	-	0.7448	74.48%
CYP3A4 substrate	+	0.5826	58.26%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	-	0.6273	62.73%
CYP2C9 inhibition	-	0.8637	86.37%
CYP2C19 inhibition	-	0.8507	85.07%
CYP2D6 inhibition	-	0.9430	94.30%
CYP1A2 inhibition	-	0.5488	54.88%
CYP2C8 inhibition	-	0.9164	91.64%
CYP inhibitory promiscuity	-	0.8439	84.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4202	42.02%
Eye corrosion	-	0.9652	96.52%
Eye irritation	-	0.8896	88.96%
Skin irritation	-	0.5922	59.22%
Skin corrosion	-	0.8771	87.71%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6708	67.08%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.8000	80.00%
skin sensitisation	-	0.6817	68.17%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.6606	66.06%
Acute Oral Toxicity (c)	III	0.3936	39.36%
Estrogen receptor binding	+	0.7211	72.11%
Androgen receptor binding	+	0.6216	62.16%
Thyroid receptor binding	-	0.5299	52.99%
Glucocorticoid receptor binding	+	0.6556	65.56%
Aromatase binding	-	0.6217	62.17%
PPAR gamma	-	0.5865	58.65%
Honey bee toxicity	-	0.7593	75.93%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9103	91.03%

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	90.68%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.68%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.64%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.52%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.27%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.31%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.55%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.99%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.91%	100.00%

Plants that contains it

• Geigeria plumosa

Cross-Links

• PubChem: 14414323
• LOTUS: LTS0235434
• wikiData: Q104969146