[10-(Hydroxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-methylbut-2-enoate

Details

• Internal ID: fefdf4f9-0ec2-42b5-85ea-0d2a6b6bf8f7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [10-(hydroxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(=CCCC(=CC2C1C(=C)C(=O)O2)CO)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC(=CCCC(=CC2C1C(=C)C(=O)O2)CO)C
• InChI: InChI=1S/C20H26O5/c1-5-13(3)19(22)24-16-9-12(2)7-6-8-15(11-21)10-17-18(16)14(4)20(23)25-17/h5,7,10,16-18,21H,4,6,8-9,11H2,1-3H3
• InChI Key: ITWYQAIFKHRKRR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.01
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9770	97.70%
Caco-2	+	0.6252	62.52%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7508	75.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8984	89.84%
OATP1B3 inhibitior	+	0.9121	91.21%
MATE1 inhibitior	-	0.8012	80.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6230	62.30%
P-glycoprotein inhibitior	-	0.5192	51.92%
P-glycoprotein substrate	-	0.7331	73.31%
CYP3A4 substrate	+	0.6116	61.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8868	88.68%
CYP3A4 inhibition	+	0.5840	58.40%
CYP2C9 inhibition	-	0.7803	78.03%
CYP2C19 inhibition	-	0.8102	81.02%
CYP2D6 inhibition	-	0.9322	93.22%
CYP1A2 inhibition	+	0.6384	63.84%
CYP2C8 inhibition	-	0.6379	63.79%
CYP inhibitory promiscuity	-	0.8859	88.59%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6991	69.91%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.8995	89.95%
Skin irritation	-	0.5803	58.03%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6863	68.63%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5178	51.78%
skin sensitisation	-	0.8974	89.74%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6580	65.80%
Acute Oral Toxicity (c)	III	0.4649	46.49%
Estrogen receptor binding	-	0.6776	67.76%
Androgen receptor binding	-	0.5286	52.86%
Thyroid receptor binding	-	0.5421	54.21%
Glucocorticoid receptor binding	+	0.6511	65.11%
Aromatase binding	-	0.6391	63.91%
PPAR gamma	-	0.5171	51.71%
Honey bee toxicity	-	0.7272	72.72%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9880	98.80%

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	96.66%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.41%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.43%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.29%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.91%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.72%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.75%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.41%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.07%	89.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.34%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.00%	99.23%

Plants that contains it

• Ageratina palmeri
• Centaurea aspera
• Eupatorium serotinum

Cross-Links

• PubChem: 162963138
• LOTUS: LTS0258965
• wikiData: Q105120339