daphnimacropodine C

Details

• Internal ID: 529e41b7-e401-4380-8ec6-55ddfb9849f9
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: (1R,6R,10R,13R,14S,17S)-14-methyl-9,20-dioxo-21-oxa-16-azapentacyclo[8.7.5.01,10.02,6.013,17]docos-2-ene-16-carbaldehyde
• SMILES (Canonical): CC1CN(C2C1CCC34C2(CCC(=O)OC3)C5=CCCC5CCC4=O)C=O
• SMILES (Isomeric): C[C@@H]1CN([C@H]2[C@@H]1CC[C@@]34[C@@]2(CCC(=O)OC3)C5=CCC[C@@H]5CCC4=O)C=O
• InChI: InChI=1S/C22H29NO4/c1-14-11-23(13-24)20-16(14)7-9-21-12-27-19(26)8-10-22(20,21)17-4-2-3-15(17)5-6-18(21)25/h4,13-16,20H,2-3,5-12H2,1H3/t14-,15-,16-,20+,21-,22+/m1/s1
• InChI Key: PCJYGKKIPFQGPZ-BIOIKTAESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₉NO₄
• Molecular Weight: 371.50 g/mol
• Exact Mass: 371.20965841 g/mol
• Topological Polar Surface Area (TPSA): 63.70 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• CHEMBL400966

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9809	98.09%
Caco-2	+	0.6439	64.39%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5005	50.05%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9061	90.61%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.8831	88.31%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6789	67.89%
P-glycoprotein inhibitior	-	0.7270	72.70%
P-glycoprotein substrate	-	0.5317	53.17%
CYP3A4 substrate	+	0.6270	62.70%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8429	84.29%
CYP3A4 inhibition	-	0.8993	89.93%
CYP2C9 inhibition	-	0.8872	88.72%
CYP2C19 inhibition	-	0.7315	73.15%
CYP2D6 inhibition	-	0.9478	94.78%
CYP1A2 inhibition	-	0.7076	70.76%
CYP2C8 inhibition	-	0.7183	71.83%
CYP inhibitory promiscuity	-	0.9417	94.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.3999	39.99%
Eye corrosion	-	0.9759	97.59%
Eye irritation	-	0.9857	98.57%
Skin irritation	-	0.7499	74.99%
Skin corrosion	-	0.8851	88.51%
Ames mutagenesis	-	0.5791	57.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.5073	50.73%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8452	84.52%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6640	66.40%
Acute Oral Toxicity (c)	III	0.6507	65.07%
Estrogen receptor binding	+	0.6446	64.46%
Androgen receptor binding	+	0.7465	74.65%
Thyroid receptor binding	-	0.5848	58.48%
Glucocorticoid receptor binding	+	0.7729	77.29%
Aromatase binding	+	0.5479	54.79%
PPAR gamma	-	0.6280	62.80%
Honey bee toxicity	-	0.8206	82.06%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9526	95.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5697	Q9GZT9	Egl nine homolog 1	99.08%	93.40%
CHEMBL2581	P07339	Cathepsin D	94.06%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.19%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.31%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.28%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.87%	99.23%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	88.69%	94.78%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.55%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.41%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.44%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.34%	94.80%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.40%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.48%	86.33%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.39%	90.24%

Plants that contains it

• Daphniphyllum macropodum

Cross-Links

• PubChem: 23625869
• LOTUS: LTS0122256
• wikiData: Q105205802