(3S,3aS,6E,10E,11aS)-3-(methoxymethyl)-6,10-dimethyl-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2-one

Details

• Internal ID: c944ca3f-7a2b-4f6d-990d-ce19d5f0c73f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (3S,3aS,6E,10E,11aS)-3-(methoxymethyl)-6,10-dimethyl-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-2-one
• SMILES (Canonical): CC1=CCCC(=CC2C(CC1)C(C(=O)O2)COC)C
• SMILES (Isomeric): C/C/1=C\CC/C(=C/[C@@H]2[C@@H](CC1)[C@H](C(=O)O2)COC)/C
• InChI: InChI=1S/C16H24O3/c1-11-5-4-6-12(2)9-15-13(8-7-11)14(10-18-3)16(17)19-15/h5,9,13-15H,4,6-8,10H2,1-3H3/b11-5+,12-9+/t13-,14+,15+/m0/s1
• InChI Key: KYCSEGOZBNEMHU-VXXYAOKUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₃
• Molecular Weight: 264.36 g/mol
• Exact Mass: 264.17254462 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.9222	92.22%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5472	54.72%
OATP2B1 inhibitior	-	0.8517	85.17%
OATP1B1 inhibitior	+	0.9399	93.99%
OATP1B3 inhibitior	+	0.9541	95.41%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6318	63.18%
P-glycoprotein inhibitior	-	0.7203	72.03%
P-glycoprotein substrate	-	0.8874	88.74%
CYP3A4 substrate	+	0.5853	58.53%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.8485	84.85%
CYP3A4 inhibition	-	0.7783	77.83%
CYP2C9 inhibition	-	0.8053	80.53%
CYP2C19 inhibition	-	0.7326	73.26%
CYP2D6 inhibition	-	0.8880	88.80%
CYP1A2 inhibition	+	0.6510	65.10%
CYP2C8 inhibition	-	0.7990	79.90%
CYP inhibitory promiscuity	-	0.7872	78.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6184	61.84%
Eye corrosion	-	0.9532	95.32%
Eye irritation	-	0.8618	86.18%
Skin irritation	-	0.6865	68.65%
Skin corrosion	-	0.9637	96.37%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5595	55.95%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6477	64.77%
skin sensitisation	-	0.7274	72.74%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.6344	63.44%
Acute Oral Toxicity (c)	III	0.4920	49.20%
Estrogen receptor binding	-	0.6505	65.05%
Androgen receptor binding	+	0.6125	61.25%
Thyroid receptor binding	-	0.6297	62.97%
Glucocorticoid receptor binding	+	0.5630	56.30%
Aromatase binding	-	0.8385	83.85%
PPAR gamma	-	0.6056	60.56%
Honey bee toxicity	-	0.8364	83.64%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9688	96.88%

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	92.03%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.95%	97.09%
CHEMBL1871	P10275	Androgen Receptor	90.72%	96.43%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.66%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.98%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.53%	97.25%
CHEMBL2581	P07339	Cathepsin D	85.32%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.78%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.20%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.28%	94.80%

Plants that contains it

• Aucklandia costus

Cross-Links

• PubChem: 163186961
• LOTUS: LTS0110864
• wikiData: Q105147656