8-Oxoerythraline

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	48b02844-f834-47cc-a2e9-ac258e64f8bf
Taxonomy	Alkaloids and derivatives > Erythrina alkaloids > Erythrinanes
IUPAC Name	(1S,19R)-19-methoxy-5,7-dioxa-13-azapentacyclo[11.7.0.01,16.02,10.04,8]icosa-2,4(8),9,15,17-pentaen-14-one
SMILES (Canonical)	COC1CC23C(=CC(=O)N2CCC4=CC5=C(C=C34)OCO5)C=C1
SMILES (Isomeric)	CO[C@@H]1C[C@@]23C(=CC(=O)N2CCC4=CC5=C(C=C34)OCO5)C=C1
InChI	InChI=1S/C18H17NO4/c1-21-13-3-2-12-7-17(20)19-5-4-11-6-15-16(23-10-22-15)8-14(11)18(12,19)9-13/h2-3,6-8,13H,4-5,9-10H2,1H3/t13-,18-/m0/s1
InChI Key	RNCIERMYMLFYAO-UGSOOPFHSA-N
Popularity	3 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₈H₁₇NO₄
Molecular Weight	311.30 g/mol
Exact Mass	311.11575802 g/mol
Topological Polar Surface Area (TPSA)	48.00 Å²
XlogP	1.30
Atomic LogP (AlogP)	1.91
H-Bond Acceptor	4
H-Bond Donor	0
Rotatable Bonds	1

Synonyms

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432OOA5GEU

UNII-432OOA5GEU

58779-40-1

(3beta)-1,2,6,7-Tetradehydro-3-methoxy-15,16-(methylenebis(oxy))erythrinan-8-one

Erythrinan-8-one, 1,2,6,7-tetradehydro-3-methoxy-15,16-(methylenebis(oxy))-, (3beta)-

8-oxo-erythraline

CHEMBL463877

CHEBI:191061

(1S,19R)-19-methoxy-5,7-dioxa-13-azapentacyclo[11.7.0.01,16.02,10.04,8]icosa-2,4(8),9,15,17-pentaen-14-one

(3.BETA.)-1,2,6,7-TETRADEHYDRO-3-METHOXY-15,16-(METHYLENEBIS(OXY))ERYTHRINAN-8-ONE

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.9006	90.06%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6966	69.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9191	91.91%
OATP1B3 inhibitior	+	0.9504	95.04%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9214	92.14%
P-glycoprotein inhibitior	-	0.6364	63.64%
P-glycoprotein substrate	-	0.6674	66.74%
CYP3A4 substrate	+	0.6324	63.24%
CYP2C9 substrate	-	0.6035	60.35%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.5862	58.62%
CYP2C9 inhibition	-	0.8366	83.66%
CYP2C19 inhibition	-	0.7001	70.01%
CYP2D6 inhibition	-	0.6371	63.71%
CYP1A2 inhibition	-	0.6416	64.16%
CYP2C8 inhibition	-	0.8921	89.21%
CYP inhibitory promiscuity	-	0.5389	53.89%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4842	48.42%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9425	94.25%
Skin irritation	-	0.7818	78.18%
Skin corrosion	-	0.9270	92.70%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6074	60.74%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.6217	62.17%
skin sensitisation	-	0.8169	81.69%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.5545	55.45%
Acute Oral Toxicity (c)	III	0.6527	65.27%
Estrogen receptor binding	+	0.8677	86.77%
Androgen receptor binding	+	0.6982	69.82%
Thyroid receptor binding	+	0.6828	68.28%
Glucocorticoid receptor binding	+	0.7633	76.33%
Aromatase binding	+	0.6369	63.69%
PPAR gamma	+	0.6261	62.61%
Honey bee toxicity	-	0.7628	76.28%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8926	89.26%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.81%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.04%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.27%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.34%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.43%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.48%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.78%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.67%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.61%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.50%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.40%	98.95%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	86.53%	82.67%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	85.94%	82.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.22%	92.62%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.19%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.33%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.58%	93.04%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	81.33%	90.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.14%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.11%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.68%	95.89%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.67%	95.53%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	80.36%	90.95%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.20%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.11%	90.71%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Erythrina abyssinica

Erythrina bidwillii

Erythrina brucei

Erythrina crista-galli

Erythrina latissima

Erythrina velutina