(1R,2R,5R,6S,9S,10S)-1,5,9-trimethyl-3,14-dioxatricyclo[8.4.0.02,6]tetradecane-4,13-dione

Details

• Internal ID: d243cafb-e19d-40ee-90d8-6bc442a00d3c
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (1R,2R,5R,6S,9S,10S)-1,5,9-trimethyl-3,14-dioxatricyclo[8.4.0.02,6]tetradecane-4,13-dione
• SMILES (Canonical): CC1CCC2C(C(=O)OC2C3(C1CCC(=O)O3)C)C
• SMILES (Isomeric): C[C@H]1CC[C@H]2[C@H](C(=O)O[C@H]2[C@]3([C@H]1CCC(=O)O3)C)C
• InChI: InChI=1S/C15H22O4/c1-8-4-5-10-9(2)14(17)18-13(10)15(3)11(8)6-7-12(16)19-15/h8-11,13H,4-7H2,1-3H3/t8-,9+,10-,11-,13+,15+/m0/s1
• InChI Key: ZUHAFCDVANLIDK-MYBATQTQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.31
• 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	+	0.9592	95.92%
Caco-2	+	0.8784	87.84%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7041	70.41%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8951	89.51%
OATP1B3 inhibitior	+	0.9753	97.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8034	80.34%
P-glycoprotein inhibitior	-	0.7779	77.79%
P-glycoprotein substrate	-	0.8117	81.17%
CYP3A4 substrate	+	0.6326	63.26%
CYP2C9 substrate	-	0.5827	58.27%
CYP2D6 substrate	-	0.8301	83.01%
CYP3A4 inhibition	-	0.9410	94.10%
CYP2C9 inhibition	-	0.9579	95.79%
CYP2C19 inhibition	-	0.9179	91.79%
CYP2D6 inhibition	-	0.9581	95.81%
CYP1A2 inhibition	-	0.6768	67.68%
CYP2C8 inhibition	-	0.7728	77.28%
CYP inhibitory promiscuity	-	0.9885	98.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6781	67.81%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.8336	83.36%
Skin irritation	-	0.5842	58.42%
Skin corrosion	-	0.6094	60.94%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6897	68.97%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8553	85.53%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4566	45.66%
Acute Oral Toxicity (c)	III	0.5367	53.67%
Estrogen receptor binding	+	0.6441	64.41%
Androgen receptor binding	+	0.6384	63.84%
Thyroid receptor binding	-	0.5506	55.06%
Glucocorticoid receptor binding	-	0.4949	49.49%
Aromatase binding	-	0.7305	73.05%
PPAR gamma	-	0.6317	63.17%
Honey bee toxicity	-	0.7861	78.61%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.7700	77.00%
Fish aquatic toxicity	+	0.9362	93.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.96%	96.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.82%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.98%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.92%	96.77%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.59%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.22%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.98%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.16%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.16%	93.04%
CHEMBL1871	P10275	Androgen Receptor	83.97%	96.43%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.05%	93.40%
CHEMBL261	P00915	Carbonic anhydrase I	81.40%	96.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.37%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.37%	85.14%

Plants that contains it

• Ambrosia tenuifolia

Cross-Links

• PubChem: 162923937
• LOTUS: LTS0091971
• wikiData: Q105383658