(1R,5E,7Z,10S)-10-[2-(furan-3-yl)-2-oxoethyl]-10-methyl-4-methylidenecyclodeca-5,7-diene-1,5-dicarboxylic acid

Details

• Internal ID: 8309dedf-c625-45b3-98ae-edae11108242
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Aryl ketones > Aryl alkyl ketones
• IUPAC Name: (1R,5E,7Z,10S)-10-[2-(furan-3-yl)-2-oxoethyl]-10-methyl-4-methylidenecyclodeca-5,7-diene-1,5-dicarboxylic acid
• SMILES (Canonical): CC1(CC=CC=C(C(=C)CCC1C(=O)O)C(=O)O)CC(=O)C2=COC=C2
• SMILES (Isomeric): C[C@]1(C/C=C\C=C(/C(=C)CC[C@H]1C(=O)O)\C(=O)O)CC(=O)C2=COC=C2
• InChI: InChI=1S/C20H22O6/c1-13-6-7-16(19(24)25)20(2,9-4-3-5-15(13)18(22)23)11-17(21)14-8-10-26-12-14/h3-5,8,10,12,16H,1,6-7,9,11H2,2H3,(H,22,23)(H,24,25)/b4-3-,15-5+/t16-,20-/m0/s1
• InChI Key: SUKURVICCOAGDP-UXIHVPFOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.14163842 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.87
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9652	96.52%
Caco-2	-	0.7946	79.46%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7444	74.44%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.7842	78.42%
OATP1B3 inhibitior	+	0.8955	89.55%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7592	75.92%
BSEP inhibitior	-	0.5572	55.72%
P-glycoprotein inhibitior	-	0.8682	86.82%
P-glycoprotein substrate	-	0.7156	71.56%
CYP3A4 substrate	+	0.6233	62.33%
CYP2C9 substrate	-	0.5996	59.96%
CYP2D6 substrate	-	0.8992	89.92%
CYP3A4 inhibition	-	0.7404	74.04%
CYP2C9 inhibition	-	0.7903	79.03%
CYP2C19 inhibition	-	0.7725	77.25%
CYP2D6 inhibition	-	0.9352	93.52%
CYP1A2 inhibition	+	0.5681	56.81%
CYP2C8 inhibition	+	0.6993	69.93%
CYP inhibitory promiscuity	-	0.8304	83.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8628	86.28%
Carcinogenicity (trinary)	Non-required	0.5658	56.58%
Eye corrosion	-	0.9787	97.87%
Eye irritation	-	0.9142	91.42%
Skin irritation	-	0.5663	56.63%
Skin corrosion	-	0.9121	91.21%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4827	48.27%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7590	75.90%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7735	77.35%
Acute Oral Toxicity (c)	III	0.4727	47.27%
Estrogen receptor binding	+	0.5898	58.98%
Androgen receptor binding	-	0.5489	54.89%
Thyroid receptor binding	-	0.6609	66.09%
Glucocorticoid receptor binding	+	0.5750	57.50%
Aromatase binding	+	0.7220	72.20%
PPAR gamma	+	0.6027	60.27%
Honey bee toxicity	-	0.9140	91.40%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9974	99.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.89%	83.82%
CHEMBL221	P23219	Cyclooxygenase-1	91.23%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.98%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.18%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.63%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.84%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.98%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.95%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.43%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.04%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.61%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.42%	93.00%

Plants that contains it

• Nidorella welwitschii

Cross-Links

• PubChem: 102056141
• LOTUS: LTS0168285
• wikiData: Q105261040