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

Details

• Internal ID: 8f4932f7-d9af-416d-a0a8-c8eae16f54ed
• Taxonomy: Organic acids and derivatives > Hydroxy acids and derivatives > Beta hydroxy acids and derivatives
• IUPAC Name: (3,6-dimethyl-2-oxo-3a,4,5,8,9,11a-hexahydro-3H-cyclodeca[b]furan-4-yl) 2-(hydroxymethyl)prop-2-enoate
• SMILES (Canonical): CC1C2C(CC(=CCCC=CC2OC1=O)C)OC(=O)C(=C)CO
• SMILES (Isomeric): CC1C2C(CC(=CCCC=CC2OC1=O)C)OC(=O)C(=C)CO
• InChI: InChI=1S/C18H24O5/c1-11-7-5-4-6-8-14-16(13(3)18(21)22-14)15(9-11)23-17(20)12(2)10-19/h6-8,13-16,19H,2,4-5,9-10H2,1,3H3
• InChI Key: CHYUZAHSJKXOLU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₄O₅
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.16237386 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.31
• 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	+	0.9828	98.28%
Caco-2	+	0.6561	65.61%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7029	70.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9027	90.27%
OATP1B3 inhibitior	+	0.9137	91.37%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7566	75.66%
P-glycoprotein inhibitior	-	0.7969	79.69%
P-glycoprotein substrate	-	0.6873	68.73%
CYP3A4 substrate	+	0.5943	59.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8934	89.34%
CYP3A4 inhibition	-	0.5080	50.80%
CYP2C9 inhibition	-	0.8699	86.99%
CYP2C19 inhibition	-	0.8664	86.64%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	+	0.5717	57.17%
CYP2C8 inhibition	-	0.8347	83.47%
CYP inhibitory promiscuity	-	0.9042	90.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7101	71.01%
Eye corrosion	-	0.9714	97.14%
Eye irritation	-	0.8106	81.06%
Skin irritation	-	0.5405	54.05%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.5682	56.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.3757	37.57%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5964	59.64%
skin sensitisation	-	0.8484	84.84%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.8299	82.99%
Acute Oral Toxicity (c)	III	0.5683	56.83%
Estrogen receptor binding	-	0.5896	58.96%
Androgen receptor binding	-	0.6324	63.24%
Thyroid receptor binding	-	0.5277	52.77%
Glucocorticoid receptor binding	+	0.5639	56.39%
Aromatase binding	-	0.5427	54.27%
PPAR gamma	+	0.5427	54.27%
Honey bee toxicity	-	0.8192	81.92%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	+	0.9848	98.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.23%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.16%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.91%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.88%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.38%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.60%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.45%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.34%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	81.20%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.06%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	80.67%	94.73%

Plants that contains it

• Onopordum illyricum

Cross-Links

• PubChem: 163011242
• LOTUS: LTS0135660
• wikiData: Q104959502