(1E,4E)-5-[(3S)-3-(hydroxymethyl)-5-[(E)-3-hydroxyprop-1-enyl]-4-methoxy-2,3-dihydro-1-benzofuran-6-yl]penta-1,4-diene-1-sulfonic acid

Details

• Internal ID: 9e3cb1fe-17c7-4ae4-afb6-6848f46675b0
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: (1E,4E)-5-[(3S)-3-(hydroxymethyl)-5-[(E)-3-hydroxyprop-1-enyl]-4-methoxy-2,3-dihydro-1-benzofuran-6-yl]penta-1,4-diene-1-sulfonic acid
• InChI: InChI=1S/C18H22O7S/c1-24-18-15(7-5-8-19)13(6-3-2-4-9-26(21,22)23)10-16-17(18)14(11-20)12-25-16/h3-7,9-10,14,19-20H,2,8,11-12H2,1H3,(H,21,22,23)/b6-3+,7-5+,9-4+/t14-/m0/s1
• InChI Key: FADQOBMTUJMAHP-VPZVBVKLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₇S
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.10862421 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.97
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9275	92.75%
Caco-2	-	0.7543	75.43%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.4220	42.20%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.8808	88.08%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8474	84.74%
P-glycoprotein inhibitior	-	0.6105	61.05%
P-glycoprotein substrate	-	0.7148	71.48%
CYP3A4 substrate	+	0.5467	54.67%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.7884	78.84%
CYP3A4 inhibition	-	0.9254	92.54%
CYP2C9 inhibition	-	0.7183	71.83%
CYP2C19 inhibition	-	0.7606	76.06%
CYP2D6 inhibition	-	0.8827	88.27%
CYP1A2 inhibition	-	0.5997	59.97%
CYP2C8 inhibition	-	0.7312	73.12%
CYP inhibitory promiscuity	-	0.6159	61.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	+	0.6446	64.46%
Carcinogenicity (trinary)	Non-required	0.5917	59.17%
Eye corrosion	-	0.9486	94.86%
Eye irritation	-	0.9589	95.89%
Skin irritation	-	0.7580	75.80%
Skin corrosion	-	0.8491	84.91%
Ames mutagenesis	+	0.5718	57.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.3833	38.33%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.5997	59.97%
skin sensitisation	-	0.8085	80.85%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7325	73.25%
Acute Oral Toxicity (c)	III	0.5852	58.52%
Estrogen receptor binding	+	0.7737	77.37%
Androgen receptor binding	+	0.7587	75.87%
Thyroid receptor binding	-	0.5436	54.36%
Glucocorticoid receptor binding	+	0.6811	68.11%
Aromatase binding	-	0.5296	52.96%
PPAR gamma	+	0.6627	66.27%
Honey bee toxicity	-	0.8592	85.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7155	71.55%
Fish aquatic toxicity	+	0.9524	95.24%

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	96.59%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.81%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.57%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.43%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.71%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.84%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.72%	94.45%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	87.54%	97.47%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.68%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.04%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.66%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.95%	95.89%

Plants that contains it

• Celtis australis

Cross-Links

• PubChem: 163185277
• LOTUS: LTS0159431
• wikiData: Q104992190