(1S,5R,8R,9S,12R,13S)-12-hydroxy-8,12-dimethyl-4-methylidene-2-oxatricyclo[7.3.1.05,13]tridecan-3-one

Details

• Internal ID: 710650ed-90ad-48bf-bad0-6a4258dd8c34
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (1S,5R,8R,9S,12R,13S)-12-hydroxy-8,12-dimethyl-4-methylidene-2-oxatricyclo[7.3.1.05,13]tridecan-3-one
• SMILES (Canonical): CC1CCC2C3C1CCC(C3OC(=O)C2=C)(C)O
• SMILES (Isomeric): C[C@@H]1CC[C@@H]2[C@@H]3[C@H]1CC[C@@]([C@H]3OC(=O)C2=C)(C)O
• InChI: InChI=1S/C15H22O3/c1-8-4-5-11-9(2)14(16)18-13-12(11)10(8)6-7-15(13,3)17/h8,10-13,17H,2,4-7H2,1,3H3/t8-,10+,11+,12+,13+,15-/m1/s1
• InChI Key: YDQMBNMUQASHKN-IEFGFUDGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.29
• 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	+	0.9925	99.25%
Caco-2	+	0.8331	83.31%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6998	69.98%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.8834	88.34%
OATP1B3 inhibitior	+	0.9636	96.36%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5849	58.49%
BSEP inhibitior	-	0.9601	96.01%
P-glycoprotein inhibitior	-	0.9048	90.48%
P-glycoprotein substrate	-	0.8773	87.73%
CYP3A4 substrate	+	0.5877	58.77%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.6088	60.88%
CYP2C9 inhibition	-	0.9396	93.96%
CYP2C19 inhibition	-	0.8325	83.25%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.7656	76.56%
CYP2C8 inhibition	-	0.7972	79.72%
CYP inhibitory promiscuity	-	0.9728	97.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6143	61.43%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8174	81.74%
Skin irritation	+	0.5298	52.98%
Skin corrosion	-	0.9210	92.10%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6334	63.34%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	-	0.6070	60.70%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7058	70.58%
Acute Oral Toxicity (c)	III	0.5116	51.16%
Estrogen receptor binding	+	0.6483	64.83%
Androgen receptor binding	+	0.6465	64.65%
Thyroid receptor binding	+	0.5513	55.13%
Glucocorticoid receptor binding	+	0.7348	73.48%
Aromatase binding	-	0.6956	69.56%
PPAR gamma	+	0.5201	52.01%
Honey bee toxicity	-	0.9019	90.19%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9801	98.01%

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	96.15%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.12%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.41%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.41%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.04%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.65%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.07%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.56%	97.14%
CHEMBL1902	P62942	FK506-binding protein 1A	82.36%	97.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.22%	92.94%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.89%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.58%	96.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 21632760
• NPASS: NPC21464