Dihydroerysovine

Details

• Internal ID: f07ace2e-facf-447b-bfb4-cc1a400062b3
• Taxonomy: Alkaloids and derivatives > Erythrina alkaloids > Erythrinanes
• IUPAC Name: (2S)-2,11-dimethoxy-2,3,5,6,8,9-hexahydro-1H-indolo[7a,1-a]isoquinolin-12-ol
• InChI: InChI=1S/C18H23NO3/c1-21-14-4-3-13-6-8-19-7-5-12-9-17(22-2)16(20)10-15(12)18(13,19)11-14/h3,9-10,14,20H,4-8,11H2,1-2H3/t14-,18?/m0/s1
• InChI Key: FAVQBNOCBRPIRV-PIVQAISJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₃NO₃
• Molecular Weight: 301.40 g/mol
• Exact Mass: 301.16779360 g/mol
• Topological Polar Surface Area (TPSA): 41.90 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• Dihydroerysovine
• DTXSID90980009
• 3,16-Dimethoxy-1,6-didehydroerythrinan-15-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.9258	92.58%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8062	80.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9276	92.76%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.5904	59.04%
P-glycoprotein inhibitior	-	0.7344	73.44%
P-glycoprotein substrate	-	0.5678	56.78%
CYP3A4 substrate	+	0.6299	62.99%
CYP2C9 substrate	+	0.6075	60.75%
CYP2D6 substrate	+	0.7205	72.05%
CYP3A4 inhibition	-	0.8316	83.16%
CYP2C9 inhibition	-	0.8810	88.10%
CYP2C19 inhibition	-	0.7734	77.34%
CYP2D6 inhibition	+	0.7519	75.19%
CYP1A2 inhibition	-	0.7235	72.35%
CYP2C8 inhibition	-	0.6856	68.56%
CYP inhibitory promiscuity	-	0.7434	74.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5859	58.59%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8799	87.99%
Skin irritation	-	0.7607	76.07%
Skin corrosion	-	0.9325	93.25%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6880	68.80%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8232	82.32%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7814	78.14%
Acute Oral Toxicity (c)	III	0.4642	46.42%
Estrogen receptor binding	+	0.7568	75.68%
Androgen receptor binding	+	0.5363	53.63%
Thyroid receptor binding	+	0.6473	64.73%
Glucocorticoid receptor binding	+	0.7155	71.55%
Aromatase binding	+	0.6026	60.26%
PPAR gamma	+	0.6059	60.59%
Honey bee toxicity	-	0.8317	83.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6451	64.51%
Fish aquatic toxicity	+	0.7705	77.05%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.10%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.58%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.47%	92.94%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.45%	93.99%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.24%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.99%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.67%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.40%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.99%	94.00%
CHEMBL217	P14416	Dopamine D2 receptor	88.50%	95.62%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.57%	91.03%
CHEMBL4208	P20618	Proteasome component C5	85.75%	90.00%
CHEMBL2581	P07339	Cathepsin D	85.30%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.08%	86.33%
CHEMBL2056	P21728	Dopamine D1 receptor	81.38%	91.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.74%	91.07%

Plants that contains it

• Nephroia orbiculata

Cross-Links

• PubChem: 182381
• LOTUS: LTS0071825
• wikiData: Q82965792