Isoretulinal

Details

• Internal ID: be8bdb01-eeff-48f9-857f-f36ecf9169fa
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: (12Z)-8-acetyl-12-ethylidene-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6-triene-10-carbaldehyde
• SMILES (Canonical): CC=C1CN2CCC34C2CC1C(C3N(C5=CC=CC=C45)C(=O)C)C=O
• SMILES (Isomeric): C/C=C/1\CN2CCC34C2CC1C(C3N(C5=CC=CC=C45)C(=O)C)C=O
• InChI: InChI=1S/C21H24N2O2/c1-3-14-11-22-9-8-21-17-6-4-5-7-18(17)23(13(2)25)20(21)16(12-24)15(14)10-19(21)22/h3-7,12,15-16,19-20H,8-11H2,1-2H3/b14-3+
• InChI Key: VVJAXIGCVFZTKR-LZWSPWQCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄N₂O₂
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.183778013 g/mol
• Topological Polar Surface Area (TPSA): 40.60 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.53
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 62835-85-2
• NSC381085
• DTXSID70420473
• NSC-381085

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9772	97.72%
Caco-2	+	0.8931	89.31%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6067	60.67%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8974	89.74%
OATP1B3 inhibitior	+	0.9429	94.29%
MATE1 inhibitior	-	0.7831	78.31%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.6454	64.54%
P-glycoprotein inhibitior	-	0.5829	58.29%
P-glycoprotein substrate	+	0.5868	58.68%
CYP3A4 substrate	+	0.6070	60.70%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.6940	69.40%
CYP3A4 inhibition	+	0.5535	55.35%
CYP2C9 inhibition	-	0.6610	66.10%
CYP2C19 inhibition	-	0.5668	56.68%
CYP2D6 inhibition	-	0.6830	68.30%
CYP1A2 inhibition	-	0.8026	80.26%
CYP2C8 inhibition	-	0.5934	59.34%
CYP inhibitory promiscuity	-	0.5230	52.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6612	66.12%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9942	99.42%
Skin irritation	-	0.7814	78.14%
Skin corrosion	-	0.9184	91.84%
Ames mutagenesis	-	0.5037	50.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8434	84.34%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5303	53.03%
skin sensitisation	-	0.8277	82.77%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.5596	55.96%
Acute Oral Toxicity (c)	III	0.4954	49.54%
Estrogen receptor binding	+	0.6735	67.35%
Androgen receptor binding	+	0.6401	64.01%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4871	48.71%
Aromatase binding	-	0.5877	58.77%
PPAR gamma	-	0.5205	52.05%
Honey bee toxicity	-	0.8934	89.34%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9592	95.92%

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	98.34%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.90%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.25%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.69%	98.95%
CHEMBL4208	P20618	Proteasome component C5	87.43%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.98%	91.11%
CHEMBL5028	O14672	ADAM10	86.07%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.25%	97.09%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.14%	93.65%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.43%	86.33%

Plants that contains it

• Strychnos kasengaensis

Cross-Links

• PubChem: 5478101
• LOTUS: LTS0031151
• wikiData: Q82231762