(1R,3S,5S,6R,7S,10S)-5-hydroxy-3,7,10,12-tetramethyl-2,9-dioxatetracyclo[9.3.0.01,3.06,10]tetradec-11-en-8-one

Details

• Internal ID: 84260a2b-97c4-4f45-bc1d-b97d8218c718
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1R,3S,5S,6R,7S,10S)-5-hydroxy-3,7,10,12-tetramethyl-2,9-dioxatetracyclo[9.3.0.01,3.06,10]tetradec-11-en-8-one
• InChI: InChI=1S/C16H22O4/c1-8-5-6-16-12(8)15(4)11(9(2)13(18)19-15)10(17)7-14(16,3)20-16/h9-11,17H,5-7H2,1-4H3/t9-,10-,11+,14-,15-,16+/m0/s1
• InChI Key: ZUKHNHOWUFCMDT-ANTCCZRYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.34 g/mol
• Exact Mass: 278.15180918 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.7805	78.05%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5801	58.01%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9041	90.41%
OATP1B3 inhibitior	+	0.9691	96.91%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.8710	87.10%
P-glycoprotein inhibitior	-	0.8484	84.84%
P-glycoprotein substrate	-	0.8034	80.34%
CYP3A4 substrate	+	0.6246	62.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8359	83.59%
CYP3A4 inhibition	-	0.8037	80.37%
CYP2C9 inhibition	-	0.8220	82.20%
CYP2C19 inhibition	-	0.9024	90.24%
CYP2D6 inhibition	-	0.9487	94.87%
CYP1A2 inhibition	+	0.6329	63.29%
CYP2C8 inhibition	-	0.8665	86.65%
CYP inhibitory promiscuity	-	0.9740	97.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4685	46.85%
Eye corrosion	-	0.9840	98.40%
Eye irritation	-	0.7008	70.08%
Skin irritation	+	0.5446	54.46%
Skin corrosion	-	0.8934	89.34%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.8092	80.92%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5549	55.49%
skin sensitisation	-	0.7661	76.61%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5158	51.58%
Acute Oral Toxicity (c)	III	0.4096	40.96%
Estrogen receptor binding	-	0.5720	57.20%
Androgen receptor binding	+	0.6955	69.55%
Thyroid receptor binding	+	0.6474	64.74%
Glucocorticoid receptor binding	+	0.6282	62.82%
Aromatase binding	-	0.5400	54.00%
PPAR gamma	-	0.6841	68.41%
Honey bee toxicity	-	0.8896	88.96%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9580	95.80%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.42%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.34%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.42%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.31%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.09%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.77%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.84%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.25%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.05%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	81.67%	94.75%
CHEMBL1871	P10275	Androgen Receptor	80.20%	96.43%

Plants that contains it

• Artemisia frigida

Cross-Links

• PubChem: 101600407
• LOTUS: LTS0035650
• wikiData: Q105383747