(1R,3R,6R,8S,11S)-11-hydroxy-6-methyl-3-propan-2-yl-2,12-dioxatricyclo[6.3.1.01,6]dodec-9-ene-9-carbaldehyde

Details

• Internal ID: 7b64a589-fddf-4159-b5ae-8ef222f0450a
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (1R,3R,6R,8S,11S)-11-hydroxy-6-methyl-3-propan-2-yl-2,12-dioxatricyclo[6.3.1.01,6]dodec-9-ene-9-carbaldehyde
• InChI: InChI=1S/C15H22O4/c1-9(2)11-4-5-14(3)7-12-10(8-16)6-13(17)15(14,18-11)19-12/h6,8-9,11-13,17H,4-5,7H2,1-3H3/t11-,12+,13+,14-,15+/m1/s1
• InChI Key: GPXBOTWDUNQWMM-FQKPHLNHSA-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): 55.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9734	97.34%
Caco-2	+	0.6518	65.18%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7211	72.11%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8852	88.52%
OATP1B3 inhibitior	+	0.9295	92.95%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.8922	89.22%
P-glycoprotein inhibitior	-	0.8482	84.82%
P-glycoprotein substrate	-	0.7586	75.86%
CYP3A4 substrate	+	0.5757	57.57%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8460	84.60%
CYP3A4 inhibition	-	0.8968	89.68%
CYP2C9 inhibition	-	0.8508	85.08%
CYP2C19 inhibition	-	0.8164	81.64%
CYP2D6 inhibition	-	0.9047	90.47%
CYP1A2 inhibition	-	0.6190	61.90%
CYP2C8 inhibition	-	0.8566	85.66%
CYP inhibitory promiscuity	-	0.9157	91.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4841	48.41%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9559	95.59%
Skin irritation	-	0.5141	51.41%
Skin corrosion	-	0.8798	87.98%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4872	48.72%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5180	51.80%
skin sensitisation	-	0.7564	75.64%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7381	73.81%
Acute Oral Toxicity (c)	III	0.5179	51.79%
Estrogen receptor binding	+	0.8133	81.33%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5849	58.49%
Glucocorticoid receptor binding	+	0.5715	57.15%
Aromatase binding	-	0.5080	50.80%
PPAR gamma	-	0.6051	60.51%
Honey bee toxicity	-	0.8477	84.77%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9513	95.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.04%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.68%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.75%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.84%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.24%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.04%	97.25%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.71%	92.88%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.51%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.38%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.36%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.30%	96.77%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.12%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.94%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.02%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.17%	97.09%

Plants that contains it

• Rosa rugosa

Cross-Links

• PubChem: 163063067
• LOTUS: LTS0034983
• wikiData: Q105015219