Ergovalinine

Details

• Internal ID: 1c95ccb6-2f86-46b7-a5c6-2f168727c6c8
• Taxonomy: Alkaloids and derivatives > Ergoline and derivatives > Lysergic acids and derivatives > Ergopeptines
• IUPAC Name: (6aR,9S)-N-[(1S,2S,4R,7S)-2-hydroxy-4-methyl-5,8-dioxo-7-propan-2-yl-3-oxa-6,9-diazatricyclo[7.3.0.02,6]dodecan-4-yl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
• SMILES (Canonical): CC(C)C1C(=O)N2CCCC2C3(N1C(=O)C(O3)(C)NC(=O)C4CN(C5CC6=CNC7=CC=CC(=C67)C5=C4)C)O
• SMILES (Isomeric): CC(C)[C@H]1C(=O)N2CCC[C@H]2[C@]3(N1C(=O)[C@](O3)(C)NC(=O)[C@@H]4CN([C@@H]5CC6=CNC7=CC=CC(=C67)C5=C4)C)O
• InChI: InChI=1S/C29H35N5O5/c1-15(2)24-26(36)33-10-6-9-22(33)29(38)34(24)27(37)28(3,39-29)31-25(35)17-11-19-18-7-5-8-20-23(18)16(13-30-20)12-21(19)32(4)14-17/h5,7-8,11,13,15,17,21-22,24,30,38H,6,9-10,12,14H2,1-4H3,(H,31,35)/t17-,21+,22-,24-,28+,29-/m0/s1
• InChI Key: BGHDUTQZGWOQIA-KPUJGURZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₅N₅O₅
• Molecular Weight: 533.60 g/mol
• Exact Mass: 533.26381923 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• UNII-6JU7Y3H4Q2
• 6JU7Y3H4Q2
• 3263-56-7
• Ergotaman-3',6',18-trione, 12'-hydroxy-2'-methyl-5'-(1-methylethyl)-, (5'alpha,8alpha)-
• Q27265019
• (5'.ALPHA.,8.ALPHA.)-12'-HYDROXY-2'-METHYL-5'-(1-METHYLETHYL)ERGOTAMAN-3',6',18-TRIONE
• ERGOTAMAN-3',6',18-TRIONE, 12'-HYDROXY-2'-METHYL-5'-(1-METHYLETHYL)-, (5'.ALPHA.,8.ALPHA.)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9551	95.51%
Caco-2	-	0.8200	82.00%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.9286	92.86%
Subcellular localzation	Nucleus	0.3809	38.09%
OATP2B1 inhibitior	-	0.5690	56.90%
OATP1B1 inhibitior	+	0.8312	83.12%
OATP1B3 inhibitior	+	0.9126	91.26%
MATE1 inhibitior	+	0.9967	99.67%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.8694	86.94%
P-glycoprotein inhibitior	+	0.6188	61.88%
P-glycoprotein substrate	+	0.7451	74.51%
CYP3A4 substrate	+	0.7838	78.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7671	76.71%
CYP3A4 inhibition	+	0.7960	79.60%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	+	0.5493	54.93%
CYP2D6 inhibition	-	0.9236	92.36%
CYP1A2 inhibition	+	0.9107	91.07%
CYP2C8 inhibition	+	0.5687	56.87%
CYP inhibitory promiscuity	-	0.7734	77.34%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5098	50.98%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9654	96.54%
Skin irritation	-	0.7391	73.91%
Skin corrosion	-	0.9245	92.45%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7578	75.78%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.7718	77.18%
skin sensitisation	-	0.8620	86.20%
Respiratory toxicity	+	0.9778	97.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	-	0.8635	86.35%
Acute Oral Toxicity (c)	III	0.5849	58.49%
Estrogen receptor binding	+	0.8052	80.52%
Androgen receptor binding	+	0.7214	72.14%
Thyroid receptor binding	+	0.5226	52.26%
Glucocorticoid receptor binding	+	0.7796	77.96%
Aromatase binding	+	0.7540	75.40%
PPAR gamma	+	0.7871	78.71%
Honey bee toxicity	-	0.7723	77.23%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9809	98.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.79%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	97.04%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.44%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.00%	95.56%
CHEMBL217	P14416	Dopamine D2 receptor	95.61%	95.62%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	95.59%	93.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.45%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.12%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.63%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.66%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.57%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.64%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.85%	94.45%
CHEMBL3524	P56524	Histone deacetylase 4	89.69%	92.97%
CHEMBL4073	P09237	Matrix metalloproteinase 7	88.33%	97.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.99%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.36%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.07%	96.47%
CHEMBL3310	Q96DB2	Histone deacetylase 11	87.03%	88.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.00%	96.77%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	86.89%	98.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.70%	96.21%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	86.58%	97.64%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.58%	85.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.77%	85.14%
CHEMBL5203	P33316	dUTP pyrophosphatase	84.07%	99.18%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.92%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.75%	94.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	83.01%	83.10%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.86%	91.24%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	82.86%	96.39%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.06%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.16%	91.19%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.16%	90.08%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.05%	95.56%
CHEMBL2535	P11166	Glucose transporter	80.88%	98.75%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.31%	98.05%

Plants that contains it

• Cenchrus echinatus
• Festuca arundinacea

Cross-Links

• PubChem: 20841588
• LOTUS: LTS0006409
• wikiData: Q27265019