11a-Hydroxy-3,6,10-trimethyl-4,7,8,11-tetrahydrocyclodeca[b]furan-2-one

Details

• Internal ID: ffe45292-dd75-4bc0-84d0-5c56dbb490ed
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: 11a-hydroxy-3,6,10-trimethyl-4,7,8,11-tetrahydrocyclodeca[b]furan-2-one
• SMILES (Canonical): CC1=CCC2=C(C(=O)OC2(CC(=CCC1)C)O)C
• SMILES (Isomeric): CC1=CCC2=C(C(=O)OC2(CC(=CCC1)C)O)C
• InChI: InChI=1S/C15H20O3/c1-10-5-4-6-11(2)9-15(17)13(8-7-10)12(3)14(16)18-15/h6-7,17H,4-5,8-9H2,1-3H3
• InChI Key: RNKGNLZCXUOTKL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 3
• 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	+	0.9950	99.50%
Caco-2	+	0.9386	93.86%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6386	63.86%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.9501	95.01%
OATP1B3 inhibitior	+	0.9662	96.62%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.5776	57.76%
P-glycoprotein inhibitior	-	0.9442	94.42%
P-glycoprotein substrate	-	0.9650	96.50%
CYP3A4 substrate	+	0.5511	55.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8694	86.94%
CYP3A4 inhibition	-	0.6766	67.66%
CYP2C9 inhibition	-	0.8991	89.91%
CYP2C19 inhibition	-	0.8741	87.41%
CYP2D6 inhibition	-	0.9614	96.14%
CYP1A2 inhibition	+	0.5350	53.50%
CYP2C8 inhibition	-	0.8899	88.99%
CYP inhibitory promiscuity	-	0.9652	96.52%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5253	52.53%
Eye corrosion	-	0.9707	97.07%
Eye irritation	-	0.5157	51.57%
Skin irritation	+	0.5977	59.77%
Skin corrosion	-	0.9161	91.61%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4626	46.26%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6783	67.83%
skin sensitisation	-	0.7268	72.68%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.8353	83.53%
Acute Oral Toxicity (c)	III	0.3509	35.09%
Estrogen receptor binding	-	0.7716	77.16%
Androgen receptor binding	-	0.5922	59.22%
Thyroid receptor binding	-	0.5974	59.74%
Glucocorticoid receptor binding	-	0.6774	67.74%
Aromatase binding	-	0.6627	66.27%
PPAR gamma	+	0.6498	64.98%
Honey bee toxicity	-	0.9417	94.17%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9598	95.98%

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	96.79%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.41%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.61%	98.95%
CHEMBL4208	P20618	Proteasome component C5	86.39%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	85.74%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.56%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.07%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.83%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.53%	96.09%

Plants that contains it

• Curcuma aromatica

Cross-Links

• PubChem: 137796297
• LOTUS: LTS0231754
• wikiData: Q105241480