11,14-dihydroxylneoechinulin E

Details

• Internal ID: e9a7c017-a52e-40e9-b271-604a5dd8169e
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: 1,4,5-trihydroxy-6-[[2-(2-methylbut-3-en-2-yl)indol-3-ylidene]methyl]pyrazine-2,3-dione
• SMILES (Canonical): CC(C)(C=C)C1=NC2=CC=CC=C2C1=CC3=C(N(C(=O)C(=O)N3O)O)O
• SMILES (Isomeric): CC(C)(C=C)C1=NC2=CC=CC=C2C1=CC3=C(N(C(=O)C(=O)N3O)O)O
• InChI: InChI=1S/C18H17N3O5/c1-4-18(2,3)14-11(10-7-5-6-8-12(10)19-14)9-13-15(22)21(26)17(24)16(23)20(13)25/h4-9,22,25-26H,1H2,2-3H3
• InChI Key: YSCAPDWAWMWAJH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₇N₃O₅
• Molecular Weight: 355.30 g/mol
• Exact Mass: 355.11682065 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7809	78.09%
Caco-2	-	0.6359	63.59%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5242	52.42%
OATP2B1 inhibitior	+	0.5729	57.29%
OATP1B1 inhibitior	+	0.8712	87.12%
OATP1B3 inhibitior	+	0.9365	93.65%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6813	68.13%
P-glycoprotein inhibitior	-	0.7237	72.37%
P-glycoprotein substrate	-	0.8018	80.18%
CYP3A4 substrate	+	0.5857	58.57%
CYP2C9 substrate	-	0.6085	60.85%
CYP2D6 substrate	-	0.8959	89.59%
CYP3A4 inhibition	-	0.8404	84.04%
CYP2C9 inhibition	-	0.5994	59.94%
CYP2C19 inhibition	-	0.6450	64.50%
CYP2D6 inhibition	-	0.8478	84.78%
CYP1A2 inhibition	-	0.5242	52.42%
CYP2C8 inhibition	-	0.6560	65.60%
CYP inhibitory promiscuity	+	0.5090	50.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.5175	51.75%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.8444	84.44%
Skin irritation	-	0.7722	77.22%
Skin corrosion	-	0.9220	92.20%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6190	61.90%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.8392	83.92%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6590	65.90%
Nephrotoxicity	+	0.7201	72.01%
Acute Oral Toxicity (c)	III	0.6084	60.84%
Estrogen receptor binding	+	0.7813	78.13%
Androgen receptor binding	+	0.6645	66.45%
Thyroid receptor binding	+	0.8016	80.16%
Glucocorticoid receptor binding	+	0.8052	80.52%
Aromatase binding	+	0.8314	83.14%
PPAR gamma	+	0.7236	72.36%
Honey bee toxicity	-	0.8352	83.52%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9867	98.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.76%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	97.40%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.00%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.40%	86.33%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	90.07%	80.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.43%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.18%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.96%	96.09%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.94%	83.57%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.74%	93.65%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.60%	90.93%
CHEMBL3401	O75469	Pregnane X receptor	81.73%	94.73%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.21%	96.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.97%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139591319
• LOTUS: LTS0171437
• wikiData: Q104202020