(1S,2S,4S)-3,3,7-trimethyl-12-methylidene-10-oxatricyclo[6.4.0.02,4]dodeca-6,8-diene

Details

• Internal ID: 558e2cfe-b51e-4fee-90f1-f46be4435895
• Taxonomy: Organoheterocyclic compounds > Oxacyclic compounds
• IUPAC Name: (1S,2S,4S)-3,3,7-trimethyl-12-methylidene-10-oxatricyclo[6.4.0.02,4]dodeca-6,8-diene
• SMILES (Canonical): CC1=CCC2C(C2(C)C)C3C1=COCC3=C
• SMILES (Isomeric): CC1=CC[C@H]2[C@H](C2(C)C)[C@@H]3C1=COCC3=C
• InChI: InChI=1S/C15H20O/c1-9-5-6-12-14(15(12,3)4)13-10(2)7-16-8-11(9)13/h5,8,12-14H,2,6-7H2,1,3-4H3/t12-,13-,14-/m0/s1
• InChI Key: MPCQKDYYHFZZAW-IHRRRGAJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O
• Molecular Weight: 216.32 g/mol
• Exact Mass: 216.151415257 g/mol
• Topological Polar Surface Area (TPSA): 9.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 1
• 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	+	0.9910	99.10%
Caco-2	+	0.7753	77.53%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Lysosomes	0.7717	77.17%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8749	87.49%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9015	90.15%
P-glycoprotein inhibitior	-	0.9200	92.00%
P-glycoprotein substrate	-	0.8435	84.35%
CYP3A4 substrate	+	0.5600	56.00%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.7665	76.65%
CYP3A4 inhibition	-	0.8560	85.60%
CYP2C9 inhibition	-	0.7038	70.38%
CYP2C19 inhibition	-	0.5292	52.92%
CYP2D6 inhibition	-	0.8792	87.92%
CYP1A2 inhibition	+	0.5412	54.12%
CYP2C8 inhibition	-	0.6034	60.34%
CYP inhibitory promiscuity	-	0.7499	74.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7417	74.17%
Carcinogenicity (trinary)	Non-required	0.5845	58.45%
Eye corrosion	-	0.8963	89.63%
Eye irritation	+	0.7652	76.52%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9118	91.18%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7726	77.26%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.6025	60.25%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.6667	66.67%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.6782	67.82%
Acute Oral Toxicity (c)	III	0.6757	67.57%
Estrogen receptor binding	-	0.7758	77.58%
Androgen receptor binding	+	0.5805	58.05%
Thyroid receptor binding	-	0.7181	71.81%
Glucocorticoid receptor binding	-	0.8173	81.73%
Aromatase binding	-	0.7977	79.77%
PPAR gamma	-	0.7767	77.67%
Honey bee toxicity	-	0.7713	77.13%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9179	91.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1994	P08235	Mineralocorticoid receptor	85.80%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.18%	96.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	84.71%	86.00%
CHEMBL3401	O75469	Pregnane X receptor	84.16%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.85%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.81%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.71%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.62%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.27%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.05%	94.80%

Plants that contains it

• Plagiochila asplenioides

Cross-Links

• PubChem: 21580504
• LOTUS: LTS0267704
• wikiData: Q105169362