[(3R,3aR,4S,6E,9R,10E,11aR)-9-hydroxy-3,6,10-trimethyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-4-yl] acetate

Details

• Internal ID: a252a0c3-04db-444e-88d5-f32a185f32d6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3R,3aR,4S,6E,9R,10E,11aR)-9-hydroxy-3,6,10-trimethyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-4-yl] acetate
• InChI: InChI=1S/C17H24O5/c1-9-5-6-13(19)10(2)8-15-16(11(3)17(20)22-15)14(7-9)21-12(4)18/h5,8,11,13-16,19H,6-7H2,1-4H3/b9-5+,10-8+/t11-,13-,14+,15-,16-/m1/s1
• InChI Key: VVXSXOYENXUNDD-FETMAEKJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₅
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.16237386 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.14
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.7150	71.50%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5661	56.61%
OATP2B1 inhibitior	-	0.8597	85.97%
OATP1B1 inhibitior	+	0.9165	91.65%
OATP1B3 inhibitior	+	0.9337	93.37%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9232	92.32%
P-glycoprotein inhibitior	-	0.8331	83.31%
P-glycoprotein substrate	-	0.7273	72.73%
CYP3A4 substrate	+	0.5931	59.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8517	85.17%
CYP3A4 inhibition	-	0.7121	71.21%
CYP2C9 inhibition	-	0.9142	91.42%
CYP2C19 inhibition	-	0.9142	91.42%
CYP2D6 inhibition	-	0.9613	96.13%
CYP1A2 inhibition	-	0.6405	64.05%
CYP2C8 inhibition	-	0.8963	89.63%
CYP inhibitory promiscuity	-	0.9492	94.92%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5095	50.95%
Eye corrosion	-	0.9621	96.21%
Eye irritation	-	0.9002	90.02%
Skin irritation	-	0.5455	54.55%
Skin corrosion	-	0.9307	93.07%
Ames mutagenesis	-	0.5928	59.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.5688	56.88%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.6909	69.09%
skin sensitisation	-	0.7730	77.30%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7242	72.42%
Acute Oral Toxicity (c)	III	0.3918	39.18%
Estrogen receptor binding	-	0.6033	60.33%
Androgen receptor binding	-	0.6591	65.91%
Thyroid receptor binding	-	0.6136	61.36%
Glucocorticoid receptor binding	+	0.6030	60.30%
Aromatase binding	-	0.7436	74.36%
PPAR gamma	-	0.6818	68.18%
Honey bee toxicity	-	0.7578	75.78%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.9690	96.90%

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	90.10%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.73%	94.80%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.02%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.84%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.95%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.89%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.53%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.68%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.46%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.51%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.33%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.10%	94.00%

Plants that contains it

• Achillea collina

Cross-Links

• PubChem: 162851798
• LOTUS: LTS0021958
• wikiData: Q105297942