chrotacumine C

Details

• Internal ID: de27ed76-13c3-4204-9257-c3ff1ccda436
• Taxonomy: Organoheterocyclic compounds > Piperidines > Phenylpiperidines
• IUPAC Name: [(3S,4R)-4-(5,7-dihydroxy-2-methyl-4-oxochromen-8-yl)-1-methylpiperidin-3-yl] 3,4,5-trimethoxybenzoate
• SMILES (Canonical): CC1=CC(=O)C2=C(O1)C(=C(C=C2O)O)C3CCN(CC3OC(=O)C4=CC(=C(C(=C4)OC)OC)OC)C
• SMILES (Isomeric): CC1=CC(=O)C2=C(O1)C(=C(C=C2O)O)[C@H]3CCN(C[C@H]3OC(=O)C4=CC(=C(C(=C4)OC)OC)OC)C
• InChI: InChI=1S/C26H29NO9/c1-13-8-16(28)23-18(30)11-17(29)22(25(23)35-13)15-6-7-27(2)12-21(15)36-26(31)14-9-19(32-3)24(34-5)20(10-14)33-4/h8-11,15,21,29-30H,6-7,12H2,1-5H3/t15-,21+/m0/s1
• InChI Key: HVKVOCXJBCFWGR-YCRPNKLZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₉NO₉
• Molecular Weight: 499.50 g/mol
• Exact Mass: 499.18423150 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• ((3S,4R)-4-(5,7-dihydroxy-2-methyl-4-oxochromen-8-yl)-1-methylpiperidin-3-yl) 3,4,5-trimethoxybenzoate
• [(3S,4R)-4-(5,7-dihydroxy-2-methyl-4-oxochromen-8-yl)-1-methylpiperidin-3-yl] 3,4,5-trimethoxybenzoate
• RefChem:125945
• 1187957-53-4
• CHEMBL1078324

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6599	65.99%
Caco-2	-	0.5354	53.54%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5008	50.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8870	88.70%
OATP1B3 inhibitior	+	0.9149	91.49%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8595	85.95%
P-glycoprotein inhibitior	+	0.8518	85.18%
P-glycoprotein substrate	+	0.7338	73.38%
CYP3A4 substrate	+	0.6877	68.77%
CYP2C9 substrate	+	0.8125	81.25%
CYP2D6 substrate	-	0.7415	74.15%
CYP3A4 inhibition	-	0.8985	89.85%
CYP2C9 inhibition	-	0.8757	87.57%
CYP2C19 inhibition	-	0.8710	87.10%
CYP2D6 inhibition	-	0.8864	88.64%
CYP1A2 inhibition	-	0.7487	74.87%
CYP2C8 inhibition	+	0.5796	57.96%
CYP inhibitory promiscuity	-	0.9530	95.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6295	62.95%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9149	91.49%
Skin irritation	-	0.7973	79.73%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	-	0.5564	55.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6437	64.37%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5344	53.44%
skin sensitisation	-	0.8853	88.53%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.9378	93.78%
Acute Oral Toxicity (c)	III	0.6190	61.90%
Estrogen receptor binding	+	0.7275	72.75%
Androgen receptor binding	+	0.7546	75.46%
Thyroid receptor binding	+	0.5493	54.93%
Glucocorticoid receptor binding	+	0.8362	83.62%
Aromatase binding	+	0.6829	68.29%
PPAR gamma	+	0.6094	60.94%
Honey bee toxicity	-	0.8497	84.97%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8753	87.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.74%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.60%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.92%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.85%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.46%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.36%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.95%	99.23%
CHEMBL2581	P07339	Cathepsin D	89.62%	98.95%
CHEMBL4302	P08183	P-glycoprotein 1	89.35%	92.98%
CHEMBL340	P08684	Cytochrome P450 3A4	88.77%	91.19%
CHEMBL2535	P11166	Glucose transporter	88.48%	98.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.12%	93.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.57%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.56%	91.11%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.37%	83.57%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.95%	95.89%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	86.62%	94.42%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.53%	86.33%
CHEMBL2056	P21728	Dopamine D1 receptor	84.90%	91.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.92%	96.09%
CHEMBL4208	P20618	Proteasome component C5	82.90%	90.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.72%	96.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.67%	93.65%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.53%	93.04%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.28%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.31%	95.89%

Plants that contains it

• Dysoxylum acutangulum

Cross-Links

• PubChem: 44557091
• LOTUS: LTS0231293
• wikiData: Q105034321