daphnimacropodine B

Details

• Internal ID: 13b15418-d2ae-4b73-93eb-13e016c4c35d
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives
• IUPAC Name: 3-[(1R,6R,10R,13R,14S,17S)-16-formyl-10-(hydroxymethyl)-14-methyl-9-oxo-16-azatetracyclo[8.7.0.02,6.013,17]heptadec-2-en-1-yl]propanoic acid
• SMILES (Canonical): CC1CN(C2C1CCC3(C2(C4=CCCC4CCC3=O)CCC(=O)O)CO)C=O
• SMILES (Isomeric): C[C@@H]1CN([C@H]2[C@@H]1CC[C@@]3([C@]2(C4=CCC[C@@H]4CCC3=O)CCC(=O)O)CO)C=O
• InChI: InChI=1S/C22H31NO5/c1-14-11-23(13-25)20-16(14)7-9-21(12-24)18(26)6-5-15-3-2-4-17(15)22(20,21)10-8-19(27)28/h4,13-16,20,24H,2-3,5-12H2,1H3,(H,27,28)/t14-,15-,16-,20+,21-,22+/m1/s1
• InChI Key: QRJZOBVZBAQMAH-BIOIKTAESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₁NO₅
• Molecular Weight: 389.50 g/mol
• Exact Mass: 389.22022309 g/mol
• Topological Polar Surface Area (TPSA): 94.90 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.40
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• CHEMBL398260

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9592	95.92%
Caco-2	+	0.6351	63.51%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6304	63.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8794	87.94%
OATP1B3 inhibitior	+	0.9478	94.78%
MATE1 inhibitior	-	0.9431	94.31%
OCT2 inhibitior	-	0.7624	76.24%
BSEP inhibitior	+	0.6605	66.05%
P-glycoprotein inhibitior	-	0.8717	87.17%
P-glycoprotein substrate	+	0.5232	52.32%
CYP3A4 substrate	+	0.6269	62.69%
CYP2C9 substrate	-	0.8119	81.19%
CYP2D6 substrate	-	0.8602	86.02%
CYP3A4 inhibition	-	0.8794	87.94%
CYP2C9 inhibition	-	0.8865	88.65%
CYP2C19 inhibition	-	0.8696	86.96%
CYP2D6 inhibition	-	0.9381	93.81%
CYP1A2 inhibition	-	0.8345	83.45%
CYP2C8 inhibition	-	0.6515	65.15%
CYP inhibitory promiscuity	-	0.9236	92.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4157	41.57%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9730	97.30%
Skin irritation	-	0.7101	71.01%
Skin corrosion	-	0.9161	91.61%
Ames mutagenesis	-	0.7177	71.77%
Human Ether-a-go-go-Related Gene inhibition	-	0.5726	57.26%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8755	87.55%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.9351	93.51%
Acute Oral Toxicity (c)	III	0.6072	60.72%
Estrogen receptor binding	+	0.6455	64.55%
Androgen receptor binding	+	0.7666	76.66%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7689	76.89%
Aromatase binding	-	0.5068	50.68%
PPAR gamma	-	0.5636	56.36%
Honey bee toxicity	-	0.9070	90.70%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9306	93.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.85%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.56%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.11%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.88%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.69%	99.23%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.18%	93.40%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.14%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.12%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.10%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.02%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.81%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.73%	93.00%

Plants that contains it

• Daphniphyllum macropodum

Cross-Links

• PubChem: 23625868
• LOTUS: LTS0086042
• wikiData: Q105226448