(1S,3R,6S,7S,10S)-3,7,12-trimethyl-2,9-dioxatetracyclo[9.3.0.01,3.06,10]tetradec-11-ene-8,13-dione

Details

• Internal ID: eeca64f7-5a43-465c-9b4a-79a30f2b5ccf
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,3R,6S,7S,10S)-3,7,12-trimethyl-2,9-dioxatetracyclo[9.3.0.01,3.06,10]tetradec-11-ene-8,13-dione
• SMILES (Canonical): CC1C2CCC3(C4(O3)CC(=O)C(=C4C2OC1=O)C)C
• SMILES (Isomeric): C[C@H]1[C@@H]2CC[C@@]3([C@]4(O3)CC(=O)C(=C4[C@H]2OC1=O)C)C
• InChI: InChI=1S/C15H18O4/c1-7-9-4-5-14(3)15(19-14)6-10(16)8(2)11(15)12(9)18-13(7)17/h7,9,12H,4-6H2,1-3H3/t7-,9-,12-,14+,15-/m0/s1
• InChI Key: RUBXBCDKYAQXTM-IAJDZVHGSA-N
• Popularity: 0 references 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): 55.90 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.77
• 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	+	0.9882	98.82%
Caco-2	+	0.8225	82.25%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6525	65.25%
OATP2B1 inhibitior	-	0.8548	85.48%
OATP1B1 inhibitior	+	0.8810	88.10%
OATP1B3 inhibitior	+	0.9700	97.00%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8427	84.27%
P-glycoprotein inhibitior	-	0.8367	83.67%
P-glycoprotein substrate	-	0.8560	85.60%
CYP3A4 substrate	+	0.6192	61.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8878	88.78%
CYP3A4 inhibition	-	0.8470	84.70%
CYP2C9 inhibition	-	0.8231	82.31%
CYP2C19 inhibition	-	0.8972	89.72%
CYP2D6 inhibition	-	0.9530	95.30%
CYP1A2 inhibition	+	0.6943	69.43%
CYP2C8 inhibition	-	0.8761	87.61%
CYP inhibitory promiscuity	-	0.9601	96.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5138	51.38%
Eye corrosion	-	0.9792	97.92%
Eye irritation	-	0.7751	77.51%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8455	84.55%
Ames mutagenesis	-	0.6944	69.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.5346	53.46%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.7608	76.08%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6759	67.59%
Acute Oral Toxicity (c)	III	0.4674	46.74%
Estrogen receptor binding	+	0.5887	58.87%
Androgen receptor binding	+	0.6719	67.19%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.5311	53.11%
Aromatase binding	-	0.7750	77.50%
PPAR gamma	+	0.5657	56.57%
Honey bee toxicity	-	0.8109	81.09%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9866	98.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	89.95%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.19%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.74%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.14%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.60%	93.04%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.50%	93.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.39%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.39%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.38%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.03%	96.09%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.49%	94.78%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.77%	100.00%

Plants that contains it

• Artemisia gorgonum

Cross-Links

• PubChem: 163105875
• LOTUS: LTS0159708
• wikiData: Q105245549