6-[2-(Furan-3-yl)ethyl]-8-hydroxy-6,7-dimethyl-10-methylidenecyclodeca-1,3-diene-1-carboxylic acid

Details

• Internal ID: 1526f68a-2122-4856-a2ed-9c33dbb06f4a
• Taxonomy: Organoheterocyclic compounds > Heteroaromatic compounds
• IUPAC Name: 6-[2-(furan-3-yl)ethyl]-8-hydroxy-6,7-dimethyl-10-methylidenecyclodeca-1,3-diene-1-carboxylic acid
• SMILES (Canonical): CC1C(CC(=C)C(=CC=CCC1(C)CCC2=COC=C2)C(=O)O)O
• SMILES (Isomeric): CC1C(CC(=C)C(=CC=CCC1(C)CCC2=COC=C2)C(=O)O)O
• InChI: InChI=1S/C20H26O4/c1-14-12-18(21)15(2)20(3,10-7-16-8-11-24-13-16)9-5-4-6-17(14)19(22)23/h4-6,8,11,13,15,18,21H,1,7,9-10,12H2,2-3H3,(H,22,23)
• InChI Key: JWDPFPISPHBQDH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 70.70 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.13
• H-Bond Acceptor: 3
• 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	+	0.9797	97.97%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6766	67.66%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.7040	70.40%
OATP1B3 inhibitior	+	0.9240	92.40%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.6098	60.98%
P-glycoprotein inhibitior	-	0.8717	87.17%
P-glycoprotein substrate	-	0.5772	57.72%
CYP3A4 substrate	+	0.6202	62.02%
CYP2C9 substrate	-	0.5879	58.79%
CYP2D6 substrate	-	0.8917	89.17%
CYP3A4 inhibition	+	0.5763	57.63%
CYP2C9 inhibition	-	0.8707	87.07%
CYP2C19 inhibition	-	0.7620	76.20%
CYP2D6 inhibition	-	0.9112	91.12%
CYP1A2 inhibition	+	0.5231	52.31%
CYP2C8 inhibition	+	0.5349	53.49%
CYP inhibitory promiscuity	-	0.7905	79.05%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8639	86.39%
Carcinogenicity (trinary)	Non-required	0.5937	59.37%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9669	96.69%
Skin irritation	+	0.5152	51.52%
Skin corrosion	-	0.9268	92.68%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7172	71.72%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7091	70.91%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5527	55.27%
Acute Oral Toxicity (c)	III	0.4838	48.38%
Estrogen receptor binding	+	0.6862	68.62%
Androgen receptor binding	-	0.5274	52.74%
Thyroid receptor binding	-	0.5529	55.29%
Glucocorticoid receptor binding	+	0.6652	66.52%
Aromatase binding	+	0.8288	82.88%
PPAR gamma	+	0.6423	64.23%
Honey bee toxicity	-	0.8487	84.87%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9941	99.41%

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	96.29%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.10%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.03%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	90.25%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.08%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.44%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.17%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.53%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.58%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162995500
• LOTUS: LTS0152981
• wikiData: Q105136106