Echinothiophenegenol

Details

• Internal ID: 8ea5d088-462f-42fe-882a-eadc958452e0
• Taxonomy: Organoheterocyclic compounds > Benzofurans > Benzofuranones
• IUPAC Name: (6R)-5-hydroxy-6-[(1E,3E)-6-hydroxyhexa-1,3-dienyl]-2-(hydroxymethyl)-6H-thieno[3,2-g][2]benzofuran-8-one
• SMILES (Canonical): C1=C2C=C(SC2=C3C(=C1O)C(OC3=O)C=CC=CCCO)CO
• SMILES (Isomeric): C1=C2C=C(SC2=C3C(=C1O)[C@H](OC3=O)/C=C/C=C/CCO)CO
• InChI: InChI=1S/C17H16O5S/c18-6-4-2-1-3-5-13-14-12(20)8-10-7-11(9-19)23-16(10)15(14)17(21)22-13/h1-3,5,7-8,13,18-20H,4,6,9H2/b2-1+,5-3+/t13-/m1/s1
• InChI Key: VRAJZIDBLDYEOU-WXRNFGLNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₆O₅S
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.07184478 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

• UNII-WL6622Y397
• WL6622Y397
• 1199225-11-0
• Thieno(2,3-E)isobenzofuran-8(6H)-one, 5-hydroxy-6-((1E,3E)-6-hydroxy-1,3-hexadien-1-yl)-2-(hydroxymethyl)-, (6R)-
• Q27292698

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	-	0.8324	83.24%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7137	71.37%
OATP2B1 inhibitior	-	0.7181	71.81%
OATP1B1 inhibitior	+	0.8028	80.28%
OATP1B3 inhibitior	+	0.9291	92.91%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5486	54.86%
P-glycoprotein inhibitior	-	0.6804	68.04%
P-glycoprotein substrate	-	0.8315	83.15%
CYP3A4 substrate	+	0.5448	54.48%
CYP2C9 substrate	+	0.6153	61.53%
CYP2D6 substrate	-	0.8346	83.46%
CYP3A4 inhibition	-	0.6839	68.39%
CYP2C9 inhibition	-	0.7741	77.41%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.6808	68.08%
CYP1A2 inhibition	+	0.5094	50.94%
CYP2C8 inhibition	-	0.6082	60.82%
CYP inhibitory promiscuity	-	0.5654	56.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5209	52.09%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.7241	72.41%
Skin irritation	-	0.7693	76.93%
Skin corrosion	-	0.9499	94.99%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7999	79.99%
Micronuclear	-	0.5708	57.08%
Hepatotoxicity	-	0.5215	52.15%
skin sensitisation	-	0.7040	70.40%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5648	56.48%
Acute Oral Toxicity (c)	III	0.6206	62.06%
Estrogen receptor binding	+	0.8924	89.24%
Androgen receptor binding	+	0.7667	76.67%
Thyroid receptor binding	+	0.6147	61.47%
Glucocorticoid receptor binding	+	0.8665	86.65%
Aromatase binding	+	0.8515	85.15%
PPAR gamma	+	0.8325	83.25%
Honey bee toxicity	-	0.8363	83.63%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8505	85.05%

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	98.26%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.10%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.79%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.18%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.99%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.66%	99.23%
CHEMBL2581	P07339	Cathepsin D	82.34%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	81.87%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.23%	92.62%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.22%	83.57%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 72941993
• NPASS: NPC189718