chrotacumine B

Details

• Internal ID: e321e703-9c56-4b6c-bbae-9461c15b0a44
• Taxonomy: Organoheterocyclic compounds > Piperidines > Phenylpiperidines
• IUPAC Name: [(3S,4R)-4-(5,7-dihydroxy-2-methyl-4-oxochromen-8-yl)-1-methylpiperidin-3-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CN(CCC1C2=C(C=C(C3=C2OC(=CC3=O)C)O)O)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@@H]1CN(CC[C@@H]1C2=C(C=C(C3=C2OC(=CC3=O)C)O)O)C
• InChI: InChI=1S/C21H25NO6/c1-5-11(2)21(26)28-17-10-22(4)7-6-13(17)18-15(24)9-16(25)19-14(23)8-12(3)27-20(18)19/h5,8-9,13,17,24-25H,6-7,10H2,1-4H3/b11-5+/t13-,17+/m0/s1
• InChI Key: DSBBHVSUDLJUOE-ZKYNRCFLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₅NO₆
• Molecular Weight: 387.40 g/mol
• Exact Mass: 387.16818752 g/mol
• Topological Polar Surface Area (TPSA): 96.30 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• ((3S,4R)-4-(5,7-dihydroxy-2-methyl-4-oxochromen-8-yl)-1-methylpiperidin-3-yl) (E)-2-methylbut-2-enoate
• [(3S,4R)-4-(5,7-dihydroxy-2-methyl-4-oxochromen-8-yl)-1-methylpiperidin-3-yl] (E)-2-methylbut-2-enoate
• RefChem:125944
• 1187957-52-3
• CHEMBL1078719

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6779	67.79%
Caco-2	+	0.7742	77.42%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6113	61.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9069	90.69%
OATP1B3 inhibitior	+	0.9233	92.33%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5117	51.17%
P-glycoprotein inhibitior	+	0.6399	63.99%
P-glycoprotein substrate	+	0.6587	65.87%
CYP3A4 substrate	+	0.6540	65.40%
CYP2C9 substrate	+	0.6277	62.77%
CYP2D6 substrate	-	0.7951	79.51%
CYP3A4 inhibition	-	0.8802	88.02%
CYP2C9 inhibition	-	0.8962	89.62%
CYP2C19 inhibition	-	0.8795	87.95%
CYP2D6 inhibition	-	0.8430	84.30%
CYP1A2 inhibition	-	0.6555	65.55%
CYP2C8 inhibition	-	0.7470	74.70%
CYP inhibitory promiscuity	-	0.9083	90.83%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5591	55.91%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9283	92.83%
Skin irritation	-	0.7721	77.21%
Skin corrosion	-	0.9367	93.67%
Ames mutagenesis	-	0.5564	55.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	-	0.5311	53.11%
skin sensitisation	-	0.8618	86.18%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8093	80.93%
Acute Oral Toxicity (c)	III	0.5370	53.70%
Estrogen receptor binding	-	0.5975	59.75%
Androgen receptor binding	+	0.7953	79.53%
Thyroid receptor binding	-	0.6341	63.41%
Glucocorticoid receptor binding	+	0.6807	68.07%
Aromatase binding	-	0.5199	51.99%
PPAR gamma	+	0.5923	59.23%
Honey bee toxicity	-	0.8130	81.30%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9681	96.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.55%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.60%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.12%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.68%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.27%	91.24%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.90%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.28%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.41%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.19%	93.65%
CHEMBL340	P08684	Cytochrome P450 3A4	86.87%	91.19%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.81%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.93%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.94%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.93%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.77%	93.04%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	83.71%	85.11%
CHEMBL217	P14416	Dopamine D2 receptor	83.37%	95.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.86%	93.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.81%	93.40%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.69%	99.17%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.47%	94.42%

Plants that contains it

• Dysoxylum acutangulum

Cross-Links

• PubChem: 44557028
• LOTUS: LTS0229942
• wikiData: Q104987753