(6E,10R,11aR)-3-(hydroxymethyl)-6,10-dimethyl-4,5,8,10,11,11a-hexahydrocyclodeca[b]furan-2,9-dione

Details

• Internal ID: 2b8f37a4-e606-4ae0-a59d-2e8ab187613e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (6E,10R,11aR)-3-(hydroxymethyl)-6,10-dimethyl-4,5,8,10,11,11a-hexahydrocyclodeca[b]furan-2,9-dione
• SMILES (Canonical): CC1CC2C(=C(C(=O)O2)CO)CCC(=CCC1=O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]2C(=C(C(=O)O2)CO)CC/C(=C/CC1=O)/C
• InChI: InChI=1S/C15H20O4/c1-9-3-5-11-12(8-16)15(18)19-14(11)7-10(2)13(17)6-4-9/h4,10,14,16H,3,5-8H2,1-2H3/b9-4+/t10-,14-/m1/s1
• InChI Key: DPKLHUJIQNJYBQ-MJNWLPMTSA-N
• Popularity: 0 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: 1.10
• Atomic LogP (AlogP): 1.93
• 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	+	0.9826	98.26%
Caco-2	+	0.8206	82.06%
Blood Brain Barrier	+	0.7017	70.17%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7685	76.85%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.9156	91.56%
OATP1B3 inhibitior	+	0.9619	96.19%
MATE1 inhibitior	-	0.8612	86.12%
OCT2 inhibitior	-	0.6067	60.67%
BSEP inhibitior	-	0.7230	72.30%
P-glycoprotein inhibitior	-	0.9039	90.39%
P-glycoprotein substrate	-	0.8440	84.40%
CYP3A4 substrate	+	0.5475	54.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9022	90.22%
CYP3A4 inhibition	-	0.7399	73.99%
CYP2C9 inhibition	-	0.8935	89.35%
CYP2C19 inhibition	-	0.9193	91.93%
CYP2D6 inhibition	-	0.9084	90.84%
CYP1A2 inhibition	+	0.5178	51.78%
CYP2C8 inhibition	-	0.8479	84.79%
CYP inhibitory promiscuity	-	0.9294	92.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6272	62.72%
Eye corrosion	-	0.9653	96.53%
Eye irritation	-	0.6142	61.42%
Skin irritation	-	0.5382	53.82%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3966	39.66%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6076	60.76%
skin sensitisation	-	0.8793	87.93%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.4716	47.16%
Acute Oral Toxicity (c)	III	0.5074	50.74%
Estrogen receptor binding	-	0.7731	77.31%
Androgen receptor binding	+	0.5593	55.93%
Thyroid receptor binding	-	0.6574	65.74%
Glucocorticoid receptor binding	-	0.7259	72.59%
Aromatase binding	-	0.8176	81.76%
PPAR gamma	-	0.7074	70.74%
Honey bee toxicity	-	0.9149	91.49%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9675	96.75%

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	92.00%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.63%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.11%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.80%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.77%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	84.30%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.44%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.98%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.91%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.89%	86.33%

Plants that contains it

• Artemisia lucentica
• Artemisia reptans
• Tanacetum albipannosum

Cross-Links

• PubChem: 14543463
• LOTUS: LTS0249327
• wikiData: Q104986554