(1S,6S,8R,9S)-8-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodec-2-en-4-one

Details

• Internal ID: b3b2fd9d-5f42-4f23-89c3-6a67a02eb3fe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Agarofurans
• IUPAC Name: (1S,6S,8R,9S)-8-hydroxy-2,6,10,10-tetramethyl-11-oxatricyclo[7.2.1.01,6]dodec-2-en-4-one
• InChI: InChI=1S/C15H22O3/c1-9-5-10(16)6-14(4)8-12(17)11-7-15(9,14)18-13(11,2)3/h5,11-12,17H,6-8H2,1-4H3/t11-,12+,14+,15+/m0/s1
• InChI Key: VSOIXBXUFYSVRL-CTHBEMJXSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 2.23
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• CHEMBL2208377

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7856	78.56%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6047	60.47%
OATP2B1 inhibitior	-	0.8521	85.21%
OATP1B1 inhibitior	+	0.8717	87.17%
OATP1B3 inhibitior	+	0.9596	95.96%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8812	88.12%
P-glycoprotein inhibitior	-	0.9152	91.52%
P-glycoprotein substrate	-	0.8428	84.28%
CYP3A4 substrate	+	0.6063	60.63%
CYP2C9 substrate	-	0.7622	76.22%
CYP2D6 substrate	-	0.8590	85.90%
CYP3A4 inhibition	-	0.7377	73.77%
CYP2C9 inhibition	-	0.7145	71.45%
CYP2C19 inhibition	-	0.6219	62.19%
CYP2D6 inhibition	-	0.9352	93.52%
CYP1A2 inhibition	-	0.7545	75.45%
CYP2C8 inhibition	-	0.9180	91.80%
CYP inhibitory promiscuity	-	0.7306	73.06%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4607	46.07%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.6410	64.10%
Skin irritation	-	0.5741	57.41%
Skin corrosion	-	0.9201	92.01%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5681	56.81%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.7465	74.65%
skin sensitisation	-	0.6231	62.31%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4553	45.53%
Acute Oral Toxicity (c)	III	0.4732	47.32%
Estrogen receptor binding	-	0.7779	77.79%
Androgen receptor binding	+	0.5361	53.61%
Thyroid receptor binding	-	0.5782	57.82%
Glucocorticoid receptor binding	-	0.4750	47.50%
Aromatase binding	-	0.5158	51.58%
PPAR gamma	-	0.7452	74.52%
Honey bee toxicity	-	0.9221	92.21%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9701	97.01%

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	94.25%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.99%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.58%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.54%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.83%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.52%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.19%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.42%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.53%	97.09%
CHEMBL1871	P10275	Androgen Receptor	82.46%	96.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.69%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.61%	95.89%
CHEMBL2581	P07339	Cathepsin D	80.55%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71459822
• LOTUS: LTS0051194
• wikiData: Q105292401