Eruciflorine

Details

• Internal ID: 028f0a31-5301-4069-942e-cd8f0341f43b
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (1R,4E,6R,7R,17R)-7-hydroxy-4-(2-hydroxyethylidene)-6,7-dimethyl-2,9-dioxa-14-azatricyclo[9.5.1.014,17]heptadec-11-ene-3,8-dione
• SMILES (Canonical): CC1CC(=CCO)C(=O)OC2CCN3C2C(=CC3)COC(=O)C1(C)O
• SMILES (Isomeric): C[C@@H]1C/C(=C\CO)/C(=O)O[C@@H]2CCN3[C@@H]2C(=CC3)COC(=O)[C@]1(C)O
• InChI: InChI=1S/C18H25NO6/c1-11-9-12(5-8-20)16(21)25-14-4-7-19-6-3-13(15(14)19)10-24-17(22)18(11,2)23/h3,5,11,14-15,20,23H,4,6-10H2,1-2H3/b12-5+/t11-,14-,15-,18-/m1/s1
• InChI Key: NSKVSAYYBLAAGQ-SANHKKAYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₅NO₆
• Molecular Weight: 351.40 g/mol
• Exact Mass: 351.16818752 g/mol
• Topological Polar Surface Area (TPSA): 96.30 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.17
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• NSKVSAYYBLAAGQ-SANHKKAYSA-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8699	86.99%
Caco-2	+	0.6742	67.42%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6094	60.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9163	91.63%
OATP1B3 inhibitior	+	0.9406	94.06%
MATE1 inhibitior	-	0.8409	84.09%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5826	58.26%
P-glycoprotein inhibitior	-	0.8654	86.54%
P-glycoprotein substrate	+	0.5133	51.33%
CYP3A4 substrate	+	0.6152	61.52%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7970	79.70%
CYP3A4 inhibition	-	0.7899	78.99%
CYP2C9 inhibition	-	0.9198	91.98%
CYP2C19 inhibition	-	0.9096	90.96%
CYP2D6 inhibition	-	0.9161	91.61%
CYP1A2 inhibition	-	0.9044	90.44%
CYP2C8 inhibition	-	0.8611	86.11%
CYP inhibitory promiscuity	-	0.9701	97.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Danger	0.7401	74.01%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9905	99.05%
Skin irritation	-	0.7184	71.84%
Skin corrosion	-	0.9107	91.07%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4047	40.47%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	1.0000	100.00%
skin sensitisation	-	0.8403	84.03%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6142	61.42%
Acute Oral Toxicity (c)	II	0.4127	41.27%
Estrogen receptor binding	+	0.5464	54.64%
Androgen receptor binding	-	0.5209	52.09%
Thyroid receptor binding	-	0.6107	61.07%
Glucocorticoid receptor binding	+	0.6585	65.85%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.7177	71.77%
Honey bee toxicity	-	0.8531	85.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7590	75.90%

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	94.50%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.57%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.83%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.93%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.43%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.26%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.39%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.00%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.15%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.50%	98.95%
CHEMBL4208	P20618	Proteasome component C5	80.93%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.86%	97.14%

Plants that contains it

• Jacobaea erucifolia subsp. argunensis

Cross-Links

• PubChem: 14825842
• LOTUS: LTS0239372
• wikiData: Q105185107