(1R,9R,10S,11S,12E,17S)-8-acetyl-12-ethylidene-10-hydroxy-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6-triene-10-carbaldehyde

Details

• Internal ID: 14b1e3d6-3422-45b8-ab38-26125c6a2c3c
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: (1R,9R,10S,11S,12E,17S)-8-acetyl-12-ethylidene-10-hydroxy-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6-triene-10-carbaldehyde
• InChI: InChI=1S/C21H24N2O3/c1-3-14-11-22-9-8-20-15-6-4-5-7-17(15)23(13(2)25)19(20)21(26,12-24)16(14)10-18(20)22/h3-7,12,16,18-19,26H,8-11H2,1-2H3/b14-3-/t16-,18-,19+,20+,21-/m0/s1
• InChI Key: RYVKHIPFBXTHIQ-DZKPDWSZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄N₂O₃
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.17869263 g/mol
• Topological Polar Surface Area (TPSA): 60.90 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9686	96.86%
Caco-2	+	0.7673	76.73%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7860	78.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9135	91.35%
OATP1B3 inhibitior	+	0.9355	93.55%
MATE1 inhibitior	-	0.8239	82.39%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.5508	55.08%
P-glycoprotein inhibitior	-	0.6838	68.38%
P-glycoprotein substrate	+	0.6492	64.92%
CYP3A4 substrate	+	0.6193	61.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7305	73.05%
CYP3A4 inhibition	-	0.8456	84.56%
CYP2C9 inhibition	-	0.7585	75.85%
CYP2C19 inhibition	-	0.7036	70.36%
CYP2D6 inhibition	-	0.7033	70.33%
CYP1A2 inhibition	-	0.7879	78.79%
CYP2C8 inhibition	-	0.7316	73.16%
CYP inhibitory promiscuity	-	0.8359	83.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6180	61.80%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9933	99.33%
Skin irritation	-	0.7813	78.13%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7876	78.76%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5928	59.28%
skin sensitisation	-	0.8485	84.85%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.5770	57.70%
Acute Oral Toxicity (c)	III	0.6062	60.62%
Estrogen receptor binding	+	0.7257	72.57%
Androgen receptor binding	+	0.6943	69.43%
Thyroid receptor binding	+	0.5528	55.28%
Glucocorticoid receptor binding	+	0.6714	67.14%
Aromatase binding	-	0.5586	55.86%
PPAR gamma	+	0.5741	57.41%
Honey bee toxicity	-	0.8778	87.78%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9387	93.87%

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	97.49%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.68%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.39%	95.56%
CHEMBL4208	P20618	Proteasome component C5	92.05%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.75%	94.45%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.73%	90.24%
CHEMBL5028	O14672	ADAM10	86.56%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.86%	93.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.50%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.17%	82.69%
CHEMBL2581	P07339	Cathepsin D	80.50%	98.95%

Plants that contains it

• Strychnos variabilis

Cross-Links

• PubChem: 20055654
• LOTUS: LTS0169187
• wikiData: Q105248157