3-[8-Hydroxy-4-(4-hydroxypentanoyl)-7,11-dimethyl-3-oxo-2,6-dioxatricyclo[5.2.2.01,5]undec-4-en-9-yl]prop-2-enoic acid

Details

• Internal ID: d717bd3b-5789-4694-a9fc-2c3e38cfbe00
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: 3-[8-hydroxy-4-(4-hydroxypentanoyl)-7,11-dimethyl-3-oxo-2,6-dioxatricyclo[5.2.2.01,5]undec-4-en-9-yl]prop-2-enoic acid
• SMILES (Canonical): CC1CC23C(C(C1(OC2=C(C(=O)O3)C(=O)CCC(C)O)C)O)C=CC(=O)O
• SMILES (Isomeric): CC1CC23C(C(C1(OC2=C(C(=O)O3)C(=O)CCC(C)O)C)O)C=CC(=O)O
• InChI: InChI=1S/C19H24O8/c1-9-8-19-11(5-7-13(22)23)15(24)18(9,3)26-16(19)14(17(25)27-19)12(21)6-4-10(2)20/h5,7,9-11,15,20,24H,4,6,8H2,1-3H3,(H,22,23)
• InChI Key: HXUORWAUCSCXSP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₈
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.14711772 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.71
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9737	97.37%
Caco-2	-	0.6136	61.36%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7793	77.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8623	86.23%
OATP1B3 inhibitior	+	0.9017	90.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6521	65.21%
BSEP inhibitior	-	0.6620	66.20%
P-glycoprotein inhibitior	-	0.7875	78.75%
P-glycoprotein substrate	-	0.5898	58.98%
CYP3A4 substrate	+	0.6339	63.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8895	88.95%
CYP3A4 inhibition	-	0.6884	68.84%
CYP2C9 inhibition	-	0.8875	88.75%
CYP2C19 inhibition	-	0.9276	92.76%
CYP2D6 inhibition	-	0.9323	93.23%
CYP1A2 inhibition	-	0.8748	87.48%
CYP2C8 inhibition	-	0.8142	81.42%
CYP inhibitory promiscuity	-	0.9001	90.01%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Danger	0.5323	53.23%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9476	94.76%
Skin irritation	+	0.6294	62.94%
Skin corrosion	-	0.8464	84.64%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7968	79.68%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5591	55.91%
skin sensitisation	-	0.8315	83.15%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5125	51.25%
Acute Oral Toxicity (c)	I	0.4653	46.53%
Estrogen receptor binding	+	0.7381	73.81%
Androgen receptor binding	+	0.6132	61.32%
Thyroid receptor binding	+	0.5296	52.96%
Glucocorticoid receptor binding	+	0.6779	67.79%
Aromatase binding	+	0.5573	55.73%
PPAR gamma	+	0.6627	66.27%
Honey bee toxicity	-	0.8288	82.88%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7209	72.09%
Fish aquatic toxicity	+	0.9173	91.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.23%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.56%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.30%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.48%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.20%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.74%	96.47%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.90%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.77%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.17%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.07%	93.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.05%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.84%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.37%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163046638
• LOTUS: LTS0143638
• wikiData: Q104168502