7-Deoxyechinosporin

Details

• Internal ID: dc9ffc80-3624-4237-a703-d0b2e1b61222
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (1S,4R,7S,8S)-3-oxo-2,11-dioxatricyclo[5.4.0.04,8]undeca-5,9-diene-10-carboxamide
• SMILES (Canonical): C1=CC2C3C1C(OC(=C3)C(=O)N)OC2=O
• SMILES (Isomeric): C1=C[C@@H]2[C@@H]3[C@H]1[C@@H](OC(=C3)C(=O)N)OC2=O
• InChI: InChI=1S/C10H9NO4/c11-8(12)7-3-6-4-1-2-5(6)10(14-7)15-9(4)13/h1-6,10H,(H2,11,12)/t4-,5+,6-,10+/m1/s1
• InChI Key: NBVNAFAEYGKTPJ-GKVYFZHNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₉NO₄
• Molecular Weight: 207.18 g/mol
• Exact Mass: 207.05315777 g/mol
• Topological Polar Surface Area (TPSA): 78.60 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.31
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• (1S,4R,7S,8S)-3-oxo-2,11-dioxatricyclo[5.4.0.04,8]undeca-5,9-diene-10-carboxamide
• (1S,4R,7S,8S)-3-oxo-2,11-Dioxatricyclo(5.4.0.0,)undeca-5,9-diene-10-carboximidate
• (1S,4R,7S,8S)-3-oxo-2,11-dioxatricyclo(5.4.0.04,8)undeca-5,9-diene-10-carboxamide
• (1S,4R,7S,8S)-3-oxo-2,11-Dioxatricyclo[5.4.0.0,]undeca-5,9-diene-10-carboximidate
• RefChem:106018
• SCHEMBL31011131
• CHEBI:210623

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9850	98.50%
Caco-2	+	0.5362	53.62%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.3242	32.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9425	94.25%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9696	96.96%
P-glycoprotein inhibitior	-	0.9510	95.10%
P-glycoprotein substrate	-	0.9231	92.31%
CYP3A4 substrate	-	0.6131	61.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8782	87.82%
CYP3A4 inhibition	-	0.8007	80.07%
CYP2C9 inhibition	-	0.8144	81.44%
CYP2C19 inhibition	-	0.8251	82.51%
CYP2D6 inhibition	-	0.9043	90.43%
CYP1A2 inhibition	-	0.7070	70.70%
CYP2C8 inhibition	-	0.9574	95.74%
CYP inhibitory promiscuity	-	0.8831	88.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4505	45.05%
Eye corrosion	-	0.9718	97.18%
Eye irritation	+	0.8691	86.91%
Skin irritation	-	0.7116	71.16%
Skin corrosion	-	0.9413	94.13%
Ames mutagenesis	-	0.5845	58.45%
Human Ether-a-go-go-Related Gene inhibition	-	0.7847	78.47%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6283	62.83%
skin sensitisation	-	0.8589	85.89%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5828	58.28%
Acute Oral Toxicity (c)	III	0.4483	44.83%
Estrogen receptor binding	-	0.7094	70.94%
Androgen receptor binding	-	0.7169	71.69%
Thyroid receptor binding	-	0.7510	75.10%
Glucocorticoid receptor binding	-	0.8522	85.22%
Aromatase binding	-	0.7452	74.52%
PPAR gamma	-	0.7524	75.24%
Honey bee toxicity	-	0.8747	87.47%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	-	0.6175	61.75%

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	90.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.98%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.01%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11745823
• LOTUS: LTS0020211
• wikiData: Q77520109