[10-(hydroxymethyl)-3,6-dimethyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-4-yl] 4-hydroxy-2-methylbut-2-enoate

Details

• Internal ID: 5e2ad0d7-8744-42f5-97b8-b642aa0d1c25
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [10-(hydroxymethyl)-3,6-dimethyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-4-yl] 4-hydroxy-2-methylbut-2-enoate
• SMILES (Canonical): CC1C2C(CC(=CCCC(=CC2OC1=O)CO)C)OC(=O)C(=CCO)C
• SMILES (Isomeric): CC1C2C(CC(=CCCC(=CC2OC1=O)CO)C)OC(=O)C(=CCO)C
• InChI: InChI=1S/C20H28O6/c1-12-5-4-6-15(11-22)10-17-18(14(3)20(24)26-17)16(9-12)25-19(23)13(2)7-8-21/h5,7,10,14,16-18,21-22H,4,6,8-9,11H2,1-3H3
• InChI Key: CFUOHDSKOJEYFL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9575	95.75%
Caco-2	+	0.6469	64.69%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7932	79.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8990	89.90%
OATP1B3 inhibitior	+	0.9424	94.24%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6911	69.11%
P-glycoprotein inhibitior	-	0.6012	60.12%
P-glycoprotein substrate	-	0.6910	69.10%
CYP3A4 substrate	+	0.6156	61.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9071	90.71%
CYP3A4 inhibition	+	0.5286	52.86%
CYP2C9 inhibition	-	0.8666	86.66%
CYP2C19 inhibition	-	0.8524	85.24%
CYP2D6 inhibition	-	0.9235	92.35%
CYP1A2 inhibition	+	0.5586	55.86%
CYP2C8 inhibition	-	0.7461	74.61%
CYP inhibitory promiscuity	-	0.8856	88.56%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6349	63.49%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9358	93.58%
Skin irritation	-	0.6624	66.24%
Skin corrosion	-	0.9568	95.68%
Ames mutagenesis	-	0.5082	50.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.3737	37.37%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5178	51.78%
skin sensitisation	-	0.9223	92.23%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5224	52.24%
Acute Oral Toxicity (c)	III	0.4333	43.33%
Estrogen receptor binding	-	0.6348	63.48%
Androgen receptor binding	-	0.5486	54.86%
Thyroid receptor binding	-	0.5898	58.98%
Glucocorticoid receptor binding	+	0.5841	58.41%
Aromatase binding	+	0.5443	54.43%
PPAR gamma	-	0.6252	62.52%
Honey bee toxicity	-	0.7920	79.20%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9699	96.99%

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	93.82%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.13%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.21%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.10%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.66%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.82%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.38%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.52%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.68%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.28%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.95%	94.73%
CHEMBL340	P08684	Cytochrome P450 3A4	80.76%	91.19%

Plants that contains it

• Centaurea glomerata

Cross-Links

• PubChem: 162952217
• LOTUS: LTS0272392
• wikiData: Q104957004