[6-Ethenyl-7-(3-hydroxyprop-1-en-2-yl)-5-methyl-3-methylidene-2-oxo-3a,4,5,6,7,7a-hexahydro-1-benzofuran-4-yl] 3,4-dihydroxy-2-methylidenebutanoate

Details

• Internal ID: c21eb4cd-fbb1-4b3e-9d3f-e5704f5dc2bf
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: [6-ethenyl-7-(3-hydroxyprop-1-en-2-yl)-5-methyl-3-methylidene-2-oxo-3a,4,5,6,7,7a-hexahydro-1-benzofuran-4-yl] 3,4-dihydroxy-2-methylidenebutanoate
• SMILES (Canonical): CC1C(C(C2C(C1OC(=O)C(=C)C(CO)O)C(=C)C(=O)O2)C(=C)CO)C=C
• SMILES (Isomeric): CC1C(C(C2C(C1OC(=O)C(=C)C(CO)O)C(=C)C(=O)O2)C(=C)CO)C=C
• InChI: InChI=1S/C20H26O7/c1-6-13-10(3)17(26-19(24)11(4)14(23)8-22)16-12(5)20(25)27-18(16)15(13)9(2)7-21/h6,10,13-18,21-23H,1-2,4-5,7-8H2,3H3
• InChI Key: OPEDAEVRMIIPOS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₇
• Molecular Weight: 378.40 g/mol
• Exact Mass: 378.16785316 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 0.52
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9266	92.66%
Caco-2	-	0.7843	78.43%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7049	70.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8392	83.92%
OATP1B3 inhibitior	+	0.9560	95.60%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9269	92.69%
P-glycoprotein inhibitior	-	0.7064	70.64%
P-glycoprotein substrate	-	0.6332	63.32%
CYP3A4 substrate	+	0.5887	58.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.9177	91.77%
CYP2C9 inhibition	-	0.8603	86.03%
CYP2C19 inhibition	-	0.7920	79.20%
CYP2D6 inhibition	-	0.9227	92.27%
CYP1A2 inhibition	-	0.7658	76.58%
CYP2C8 inhibition	-	0.7810	78.10%
CYP inhibitory promiscuity	-	0.8764	87.64%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6591	65.91%
Eye corrosion	-	0.9726	97.26%
Eye irritation	-	0.8859	88.59%
Skin irritation	-	0.7169	71.69%
Skin corrosion	-	0.9073	90.73%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5226	52.26%
Micronuclear	-	0.6241	62.41%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7547	75.47%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6764	67.64%
Acute Oral Toxicity (c)	III	0.5359	53.59%
Estrogen receptor binding	+	0.7317	73.17%
Androgen receptor binding	-	0.5471	54.71%
Thyroid receptor binding	+	0.5602	56.02%
Glucocorticoid receptor binding	+	0.5898	58.98%
Aromatase binding	+	0.6370	63.70%
PPAR gamma	+	0.6000	60.00%
Honey bee toxicity	-	0.7116	71.16%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.7880	78.80%

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	95.37%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.85%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	88.39%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.94%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.27%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.50%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.16%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.98%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.81%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	82.39%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.15%	86.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.73%	96.47%

Plants that contains it

• Centaurea attica

Cross-Links

• PubChem: 163009834
• LOTUS: LTS0022900
• wikiData: Q105196016