(1S,7S,8S,11R,12R,13S,14S)-8-hydroxy-8,14-dimethyl-2-oxatetracyclo[9.2.1.04,13.07,12]tetradec-4-en-3-one

Details

• Internal ID: fc9838fa-070c-4f73-a3ac-165b3b9e0d49
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,7S,8S,11R,12R,13S,14S)-8-hydroxy-8,14-dimethyl-2-oxatetracyclo[9.2.1.04,13.07,12]tetradec-4-en-3-one
• SMILES (Canonical): CC1C2CCC(C3C2C4C1OC(=O)C4=CC3)(C)O
• SMILES (Isomeric): C[C@H]1[C@@H]2CC[C@]([C@@H]3[C@H]2[C@@H]4[C@H]1OC(=O)C4=CC3)(C)O
• InChI: InChI=1S/C15H20O3/c1-7-8-5-6-15(2,17)10-4-3-9-12(11(8)10)13(7)18-14(9)16/h3,7-8,10-13,17H,4-6H2,1-2H3/t7-,8-,10-,11-,12+,13-,15-/m0/s1
• InChI Key: FPWZOYNGIYQUAS-PASNYMCCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.90
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7225	72.25%
Blood Brain Barrier	-	0.5395	53.95%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7039	70.39%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.8695	86.95%
OATP1B3 inhibitior	+	0.9736	97.36%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.6401	64.01%
BSEP inhibitior	-	0.9672	96.72%
P-glycoprotein inhibitior	-	0.9391	93.91%
P-glycoprotein substrate	-	0.7883	78.83%
CYP3A4 substrate	+	0.6163	61.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8853	88.53%
CYP3A4 inhibition	-	0.6663	66.63%
CYP2C9 inhibition	-	0.9184	91.84%
CYP2C19 inhibition	-	0.8513	85.13%
CYP2D6 inhibition	-	0.9335	93.35%
CYP1A2 inhibition	-	0.7871	78.71%
CYP2C8 inhibition	-	0.8637	86.37%
CYP inhibitory promiscuity	-	0.9320	93.20%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4851	48.51%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9482	94.82%
Skin irritation	-	0.5114	51.14%
Skin corrosion	-	0.9300	93.00%
Ames mutagenesis	-	0.7090	70.90%
Human Ether-a-go-go-Related Gene inhibition	-	0.6003	60.03%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.6407	64.07%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6742	67.42%
Acute Oral Toxicity (c)	IV	0.4737	47.37%
Estrogen receptor binding	-	0.4832	48.32%
Androgen receptor binding	+	0.5959	59.59%
Thyroid receptor binding	+	0.6230	62.30%
Glucocorticoid receptor binding	-	0.5468	54.68%
Aromatase binding	-	0.8553	85.53%
PPAR gamma	-	0.5497	54.97%
Honey bee toxicity	-	0.8887	88.87%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9809	98.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.64%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.53%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.13%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.82%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.81%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.18%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.11%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.00%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.83%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.74%	97.14%

Plants that contains it

• Eremophila mitchellii

Cross-Links

• PubChem: 162928346
• LOTUS: LTS0169896
• wikiData: Q104999444