[(1R,2R,3S,4R,6E,10R)-2-hydroxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] acetate

Details

• Internal ID: da8c025e-7f07-4690-afb5-ad828cdf4bd9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: [(1R,2R,3S,4R,6E,10R)-2-hydroxy-6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-en-4-yl] acetate
• InChI: InChI=1S/C17H28O4/c1-10(2)14-13(20-12(4)18)9-11(3)7-6-8-17(5)16(21-17)15(14)19/h7,10,13-16,19H,6,8-9H2,1-5H3/b11-7+/t13-,14-,15-,16-,17-/m1/s1
• InChI Key: FOQXNKIUPIUEKJ-DJMBKAIUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₈O₄
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.19875937 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.84
• 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	+	0.9653	96.53%
Caco-2	+	0.6078	60.78%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6833	68.33%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9502	95.02%
OATP1B3 inhibitior	+	0.9195	91.95%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6428	64.28%
P-glycoprotein inhibitior	-	0.8419	84.19%
P-glycoprotein substrate	-	0.7685	76.85%
CYP3A4 substrate	+	0.6047	60.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8427	84.27%
CYP3A4 inhibition	-	0.7814	78.14%
CYP2C9 inhibition	-	0.7023	70.23%
CYP2C19 inhibition	-	0.6210	62.10%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	+	0.7031	70.31%
CYP2C8 inhibition	-	0.7897	78.97%
CYP inhibitory promiscuity	-	0.9479	94.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8843	88.43%
Carcinogenicity (trinary)	Non-required	0.6123	61.23%
Eye corrosion	-	0.9829	98.29%
Eye irritation	-	0.8424	84.24%
Skin irritation	+	0.5304	53.04%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5768	57.68%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.5823	58.23%
skin sensitisation	-	0.6323	63.23%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5316	53.16%
Estrogen receptor binding	+	0.5308	53.08%
Androgen receptor binding	-	0.6240	62.40%
Thyroid receptor binding	+	0.5802	58.02%
Glucocorticoid receptor binding	+	0.6638	66.38%
Aromatase binding	-	0.6458	64.58%
PPAR gamma	-	0.5374	53.74%
Honey bee toxicity	-	0.7186	71.86%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6405	64.05%
Fish aquatic toxicity	+	0.9702	97.02%

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	97.79%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.36%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.78%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.58%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.92%	94.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.93%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.82%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.23%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	84.01%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.97%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.24%	95.56%
CHEMBL5028	O14672	ADAM10	82.27%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.74%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	81.68%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	80.72%	91.19%

Plants that contains it

• Lindera triloba

Cross-Links

• PubChem: 163067799
• LOTUS: LTS0033138
• wikiData: Q104998899