(1R,4R,9S,12S,13R)-7,13-dimethyl-2,10-dioxatetracyclo[10.2.1.04,9.04,13]pentadec-7-ene-1,12-diol

Details

• Internal ID: 4597c8c3-3309-4913-983b-312d135dd042
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (1R,4R,9S,12S,13R)-7,13-dimethyl-2,10-dioxatetracyclo[10.2.1.04,9.04,13]pentadec-7-ene-1,12-diol
• SMILES (Canonical): CC1=CC2C3(CC1)COC4(CC3(C(C4)(CO2)O)C)O
• SMILES (Isomeric): CC1=C[C@H]2[C@@]3(CC1)CO[C@@]4(C[C@]3([C@@](C4)(CO2)O)C)O
• InChI: InChI=1S/C15H22O4/c1-10-3-4-13-8-19-15(17)6-12(13,2)14(16,7-15)9-18-11(13)5-10/h5,11,16-17H,3-4,6-9H2,1-2H3/t11-,12+,13+,14+,15+/m0/s1
• InChI Key: SJLDRXNKLNZPDF-NJVJYBDUSA-N
• Popularity: 2 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): 58.90 Ų
• XlogP: 0.20
• 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	+	0.8577	85.77%
Caco-2	+	0.8520	85.20%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6014	60.14%
OATP2B1 inhibitior	-	0.8508	85.08%
OATP1B1 inhibitior	+	0.8942	89.42%
OATP1B3 inhibitior	+	0.9527	95.27%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7021	70.21%
BSEP inhibitior	-	0.8684	86.84%
P-glycoprotein inhibitior	-	0.9631	96.31%
P-glycoprotein substrate	-	0.8075	80.75%
CYP3A4 substrate	+	0.5742	57.42%
CYP2C9 substrate	-	0.7899	78.99%
CYP2D6 substrate	-	0.8139	81.39%
CYP3A4 inhibition	-	0.9674	96.74%
CYP2C9 inhibition	-	0.9149	91.49%
CYP2C19 inhibition	-	0.9003	90.03%
CYP2D6 inhibition	-	0.9342	93.42%
CYP1A2 inhibition	-	0.8732	87.32%
CYP2C8 inhibition	-	0.7454	74.54%
CYP inhibitory promiscuity	-	0.9586	95.86%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5767	57.67%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.7439	74.39%
Skin irritation	-	0.5936	59.36%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6075	60.75%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5595	55.95%
skin sensitisation	-	0.8846	88.46%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6600	66.00%
Acute Oral Toxicity (c)	I	0.4742	47.42%
Estrogen receptor binding	-	0.4881	48.81%
Androgen receptor binding	+	0.7158	71.58%
Thyroid receptor binding	+	0.5858	58.58%
Glucocorticoid receptor binding	-	0.5272	52.72%
Aromatase binding	+	0.5897	58.97%
PPAR gamma	-	0.5757	57.57%
Honey bee toxicity	-	0.8300	83.00%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9269	92.69%

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	96.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.94%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.96%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.02%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.64%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.42%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.49%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.50%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11277116
• LOTUS: LTS0178625
• wikiData: Q105254394