1,2,5-Trimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-11,2'-oxirane]-9,12-diol

Details

• Internal ID: 14d25238-2d87-4ddc-8210-68d788bdd918
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: 1,2,5-trimethylspiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-11,2'-oxirane]-9,12-diol
• SMILES (Canonical): CC1=CC2C(CC1)(C3(C(C(O2)(CC34CO4)O)O)C)C
• SMILES (Isomeric): CC1=CC2C(CC1)(C3(C(C(O2)(CC34CO4)O)O)C)C
• InChI: InChI=1S/C15H22O4/c1-9-4-5-12(2)10(6-9)19-15(17)7-14(8-18-14)13(12,3)11(15)16/h6,10-11,16-17H,4-5,7-8H2,1-3H3
• InChI Key: SSTQGEBHEZQSQQ-UHFFFAOYSA-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): 62.20 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.36
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9095	90.95%
Caco-2	+	0.6447	64.47%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6482	64.82%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.9109	91.09%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6883	68.83%
P-glycoprotein inhibitior	-	0.9474	94.74%
P-glycoprotein substrate	-	0.7768	77.68%
CYP3A4 substrate	+	0.5908	59.08%
CYP2C9 substrate	-	0.8048	80.48%
CYP2D6 substrate	-	0.8036	80.36%
CYP3A4 inhibition	-	0.9148	91.48%
CYP2C9 inhibition	-	0.8274	82.74%
CYP2C19 inhibition	-	0.8599	85.99%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.7809	78.09%
CYP2C8 inhibition	-	0.6303	63.03%
CYP inhibitory promiscuity	-	0.9717	97.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5806	58.06%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9335	93.35%
Skin irritation	-	0.5109	51.09%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8162	81.62%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5068	50.68%
skin sensitisation	-	0.8513	85.13%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6307	63.07%
Acute Oral Toxicity (c)	I	0.4282	42.82%
Estrogen receptor binding	+	0.6881	68.81%
Androgen receptor binding	+	0.6699	66.99%
Thyroid receptor binding	+	0.6230	62.30%
Glucocorticoid receptor binding	+	0.6476	64.76%
Aromatase binding	+	0.6772	67.72%
PPAR gamma	+	0.5208	52.08%
Honey bee toxicity	-	0.8234	82.34%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9561	95.61%

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	95.96%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.96%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.31%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.82%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.21%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.08%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.71%	94.00%
CHEMBL2581	P07339	Cathepsin D	83.49%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.23%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	83.13%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	80.99%	94.75%

Plants that contains it

• Piper nigrum

Cross-Links

• PubChem: 9838215
• LOTUS: LTS0001060
• wikiData: Q105219751