(1R,4R,5S,8R,9R,11R)-5-hydroxy-4-(hydroxymethyl)-8,12,12-trimethyl-2,10-dioxatetracyclo[7.4.0.01,5.09,11]tridecan-3-one

Details

• Internal ID: c653046e-34d7-414a-8366-332c20ed2f44
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: (1R,4R,5S,8R,9R,11R)-5-hydroxy-4-(hydroxymethyl)-8,12,12-trimethyl-2,10-dioxatetracyclo[7.4.0.01,5.09,11]tridecan-3-one
• InChI: InChI=1S/C15H22O5/c1-8-4-5-13(18)9(6-16)10(17)19-14(13)7-12(2,3)11-15(8,14)20-11/h8-9,11,16,18H,4-7H2,1-3H3/t8-,9+,11-,13+,14-,15-/m1/s1
• InChI Key: DJTSUPJUCUNYFK-NRLMIDHWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 79.30 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 0.62
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8630	86.30%
Caco-2	+	0.6552	65.52%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7329	73.29%
OATP2B1 inhibitior	-	0.8493	84.93%
OATP1B1 inhibitior	+	0.9204	92.04%
OATP1B3 inhibitior	+	0.9203	92.03%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.9123	91.23%
P-glycoprotein inhibitior	-	0.8872	88.72%
P-glycoprotein substrate	-	0.7938	79.38%
CYP3A4 substrate	+	0.6081	60.81%
CYP2C9 substrate	-	0.8093	80.93%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.7338	73.38%
CYP2C9 inhibition	-	0.8128	81.28%
CYP2C19 inhibition	-	0.8933	89.33%
CYP2D6 inhibition	-	0.9456	94.56%
CYP1A2 inhibition	-	0.8914	89.14%
CYP2C8 inhibition	-	0.8879	88.79%
CYP inhibitory promiscuity	-	0.9521	95.21%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6031	60.31%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8492	84.92%
Skin irritation	-	0.6102	61.02%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4520	45.20%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5358	53.58%
skin sensitisation	-	0.8999	89.99%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6237	62.37%
Acute Oral Toxicity (c)	I	0.4495	44.95%
Estrogen receptor binding	+	0.8246	82.46%
Androgen receptor binding	+	0.7217	72.17%
Thyroid receptor binding	+	0.5952	59.52%
Glucocorticoid receptor binding	+	0.6044	60.44%
Aromatase binding	+	0.5442	54.42%
PPAR gamma	-	0.5319	53.19%
Honey bee toxicity	-	0.9112	91.12%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.8609	86.09%

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	95.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.28%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	93.17%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.91%	97.09%
CHEMBL2581	P07339	Cathepsin D	91.28%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.36%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.63%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.74%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.98%	89.00%
CHEMBL1871	P10275	Androgen Receptor	82.00%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.02%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.70%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163060414
• LOTUS: LTS0220341
• wikiData: Q104982814