(3R,3aS,6E,10S,11aR)-3,6,10-trimethyl-3,3a,4,5,8,10,11,11a-octahydrocyclodeca[b]furan-2,9-dione

Details

• Internal ID: f5c7abe1-8bd7-4649-b8d9-98e5ec7ae795
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3R,3aS,6E,10S,11aR)-3,6,10-trimethyl-3,3a,4,5,8,10,11,11a-octahydrocyclodeca[b]furan-2,9-dione
• SMILES (Canonical): CC1CC2C(CCC(=CCC1=O)C)C(C(=O)O2)C
• SMILES (Isomeric): C[C@H]1C[C@@H]2[C@@H](CC/C(=C/CC1=O)/C)[C@H](C(=O)O2)C
• InChI: InChI=1S/C15H22O3/c1-9-4-6-12-11(3)15(17)18-14(12)8-10(2)13(16)7-5-9/h5,10-12,14H,4,6-8H2,1-3H3/b9-5+/t10-,11+,12-,14+/m0/s1
• InChI Key: KLZWSNKEPLKAOS-DSWGDZCZSA-N
• Popularity: 1 reference 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): 43.40 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.9184	91.84%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6266	62.66%
OATP2B1 inhibitior	-	0.8520	85.20%
OATP1B1 inhibitior	+	0.9463	94.63%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.7855	78.55%
P-glycoprotein inhibitior	-	0.8712	87.12%
P-glycoprotein substrate	-	0.8511	85.11%
CYP3A4 substrate	+	0.5525	55.25%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.8432	84.32%
CYP3A4 inhibition	-	0.8093	80.93%
CYP2C9 inhibition	-	0.9372	93.72%
CYP2C19 inhibition	-	0.8226	82.26%
CYP2D6 inhibition	-	0.9516	95.16%
CYP1A2 inhibition	+	0.6940	69.40%
CYP2C8 inhibition	-	0.8777	87.77%
CYP inhibitory promiscuity	-	0.9295	92.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6165	61.65%
Eye corrosion	-	0.9406	94.06%
Eye irritation	-	0.6714	67.14%
Skin irritation	+	0.5580	55.80%
Skin corrosion	-	0.9186	91.86%
Ames mutagenesis	-	0.8670	86.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5142	51.42%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.6105	61.05%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5274	52.74%
Acute Oral Toxicity (c)	III	0.5856	58.56%
Estrogen receptor binding	-	0.8475	84.75%
Androgen receptor binding	+	0.7134	71.34%
Thyroid receptor binding	-	0.6478	64.78%
Glucocorticoid receptor binding	-	0.6324	63.24%
Aromatase binding	-	0.8844	88.44%
PPAR gamma	-	0.8586	85.86%
Honey bee toxicity	-	0.8662	86.62%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9854	98.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.90%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.62%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.69%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	88.06%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.76%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.66%	91.11%
CHEMBL1871	P10275	Androgen Receptor	80.85%	96.43%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.24%	93.40%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.06%	94.80%

Plants that contains it

• Artemisia absinthium

Cross-Links

• PubChem: 163003864
• LOTUS: LTS0160514
• wikiData: Q105142886