(3R,3aS,4R,5E,9E,11aS)-4-hydroxy-3,6-dimethyl-2-oxo-3a,4,7,8,11,11a-hexahydro-3H-cyclodeca[b]furan-10-carbaldehyde

Details

• Internal ID: 79a199c7-a27a-41ab-ba3c-66f1e4f94fa4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3R,3aS,4R,5E,9E,11aS)-4-hydroxy-3,6-dimethyl-2-oxo-3a,4,7,8,11,11a-hexahydro-3H-cyclodeca[b]furan-10-carbaldehyde
• InChI: InChI=1S/C15H20O4/c1-9-4-3-5-11(8-16)7-13-14(12(17)6-9)10(2)15(18)19-13/h5-6,8,10,12-14,17H,3-4,7H2,1-2H3/b9-6+,11-5+/t10-,12-,13+,14+/m1/s1
• InChI Key: LIJQWAJRNJAWDC-VIOBSVIESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.78
• H-Bond Acceptor: 4
• 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	+	0.9779	97.79%
Caco-2	+	0.7003	70.03%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6920	69.20%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9085	90.85%
OATP1B3 inhibitior	+	0.9419	94.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.8514	85.14%
P-glycoprotein inhibitior	-	0.9081	90.81%
P-glycoprotein substrate	-	0.8759	87.59%
CYP3A4 substrate	+	0.5282	52.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8896	88.96%
CYP3A4 inhibition	-	0.7778	77.78%
CYP2C9 inhibition	-	0.9254	92.54%
CYP2C19 inhibition	-	0.9159	91.59%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	+	0.7137	71.37%
CYP2C8 inhibition	-	0.8809	88.09%
CYP inhibitory promiscuity	-	0.9556	95.56%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6125	61.25%
Eye corrosion	-	0.9620	96.20%
Eye irritation	-	0.9629	96.29%
Skin irritation	+	0.5702	57.02%
Skin corrosion	-	0.8834	88.34%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5981	59.81%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6033	60.33%
skin sensitisation	-	0.8059	80.59%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.8264	82.64%
Acute Oral Toxicity (c)	II	0.4312	43.12%
Estrogen receptor binding	-	0.7721	77.21%
Androgen receptor binding	-	0.6376	63.76%
Thyroid receptor binding	-	0.7081	70.81%
Glucocorticoid receptor binding	-	0.5356	53.56%
Aromatase binding	-	0.8368	83.68%
PPAR gamma	-	0.6874	68.74%
Honey bee toxicity	-	0.8669	86.69%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9834	98.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.22%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.73%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.18%	93.40%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	90.50%	94.80%
CHEMBL2581	P07339	Cathepsin D	88.83%	98.95%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.09%	86.00%
CHEMBL1951	P21397	Monoamine oxidase A	86.84%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.15%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.12%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.09%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	81.73%	94.73%

Plants that contains it

• Schkuhria pinnata

Cross-Links

• PubChem: 14488506
• LOTUS: LTS0211098
• wikiData: Q105152223