Luteoride C

Details

• Internal ID: 24cb0b20-9471-4fd8-a82e-ed4f3339866a
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: methyl (2Z)-3-[7-[(E)-3,4-dihydroxy-3-methylbut-1-enyl]-1H-indol-3-yl]-2-hydroxyiminopropanoate
• SMILES (Canonical): CC(CO)(C=CC1=C2C(=CC=C1)C(=CN2)CC(=NO)C(=O)OC)O
• SMILES (Isomeric): CC(CO)(/C=C/C1=C2C(=CC=C1)C(=CN2)C/C(=N/O)/C(=O)OC)O
• InChI: InChI=1S/C17H20N2O5/c1-17(22,10-20)7-6-11-4-3-5-13-12(9-18-15(11)13)8-14(19-23)16(21)24-2/h3-7,9,18,20,22-23H,8,10H2,1-2H3/b7-6+,19-14-
• InChI Key: PZXIJQKQPJKPLE-SUJSHMTESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀N₂O₅
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.13722174 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9168	91.68%
Caco-2	-	0.5940	59.40%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.4178	41.78%
OATP2B1 inhibitior	-	0.7118	71.18%
OATP1B1 inhibitior	+	0.8964	89.64%
OATP1B3 inhibitior	+	0.9371	93.71%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8126	81.26%
P-glycoprotein inhibitior	-	0.8682	86.82%
P-glycoprotein substrate	-	0.5554	55.54%
CYP3A4 substrate	+	0.6230	62.30%
CYP2C9 substrate	-	0.8093	80.93%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	-	0.7582	75.82%
CYP2C9 inhibition	-	0.7234	72.34%
CYP2C19 inhibition	-	0.7183	71.83%
CYP2D6 inhibition	-	0.8779	87.79%
CYP1A2 inhibition	-	0.6673	66.73%
CYP2C8 inhibition	+	0.4930	49.30%
CYP inhibitory promiscuity	-	0.7025	70.25%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5585	55.85%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.9392	93.92%
Skin irritation	-	0.7741	77.41%
Skin corrosion	-	0.9279	92.79%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5600	56.00%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5340	53.40%
skin sensitisation	-	0.8176	81.76%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5514	55.14%
Acute Oral Toxicity (c)	III	0.5792	57.92%
Estrogen receptor binding	+	0.8648	86.48%
Androgen receptor binding	-	0.6546	65.46%
Thyroid receptor binding	+	0.7979	79.79%
Glucocorticoid receptor binding	+	0.8214	82.14%
Aromatase binding	+	0.7940	79.40%
PPAR gamma	+	0.8429	84.29%
Honey bee toxicity	-	0.8136	81.36%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.4179	41.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.40%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.21%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.11%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.57%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.65%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.81%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.84%	94.45%
CHEMBL2535	P11166	Glucose transporter	89.48%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.53%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.60%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.78%	99.17%
CHEMBL5028	O14672	ADAM10	82.47%	97.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.69%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101550990
• LOTUS: LTS0049873
• wikiData: Q77384366