N-[(10S,12R,16S)-5-hydroxy-3,4,14-trimethoxy-13-oxo-10-tetracyclo[9.5.0.02,7.012,16]hexadeca-1(11),2,4,6,14-pentaenyl]formamide

Details

• Internal ID: a446faae-dac1-4e91-a352-0cb86096d0d2
• Taxonomy: Alkaloids and derivatives > Lumicolchicine alkaloids
• IUPAC Name: N-[(10S,12R,16S)-5-hydroxy-3,4,14-trimethoxy-13-oxo-10-tetracyclo[9.5.0.02,7.012,16]hexadeca-1(11),2,4,6,14-pentaenyl]formamide
• InChI: InChI=1S/C20H21NO6/c1-25-13-7-10-15-14-9(6-12(23)19(26-2)20(14)27-3)4-5-11(21-8-22)17(15)16(10)18(13)24/h6-8,10-11,16,23H,4-5H2,1-3H3,(H,21,22)/t10-,11+,16-/m1/s1
• InChI Key: NEDMHPAULMNFRL-OHUAYANFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₁NO₆
• Molecular Weight: 371.40 g/mol
• Exact Mass: 371.13688739 g/mol
• Topological Polar Surface Area (TPSA): 94.10 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.58
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9856	98.56%
Caco-2	+	0.6377	63.77%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Nucleus	0.4919	49.19%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8861	88.61%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.8472	84.72%
OCT2 inhibitior	-	0.9143	91.43%
BSEP inhibitior	+	0.8122	81.22%
P-glycoprotein inhibitior	-	0.6561	65.61%
P-glycoprotein substrate	-	0.6647	66.47%
CYP3A4 substrate	+	0.6127	61.27%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8282	82.82%
CYP3A4 inhibition	-	0.8366	83.66%
CYP2C9 inhibition	-	0.8306	83.06%
CYP2C19 inhibition	-	0.8325	83.25%
CYP2D6 inhibition	-	0.8741	87.41%
CYP1A2 inhibition	-	0.8175	81.75%
CYP2C8 inhibition	+	0.6002	60.02%
CYP inhibitory promiscuity	-	0.7085	70.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9311	93.11%
Carcinogenicity (trinary)	Non-required	0.5813	58.13%
Eye corrosion	-	0.9844	98.44%
Eye irritation	-	0.9384	93.84%
Skin irritation	-	0.7368	73.68%
Skin corrosion	-	0.9270	92.70%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5115	51.15%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.8587	85.87%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6116	61.16%
Acute Oral Toxicity (c)	III	0.4730	47.30%
Estrogen receptor binding	+	0.7111	71.11%
Androgen receptor binding	+	0.6831	68.31%
Thyroid receptor binding	+	0.7361	73.61%
Glucocorticoid receptor binding	+	0.8009	80.09%
Aromatase binding	-	0.6398	63.98%
PPAR gamma	+	0.6847	68.47%
Honey bee toxicity	-	0.8501	85.01%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9026	90.26%

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	98.93%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.03%	93.40%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.96%	94.45%
CHEMBL217	P14416	Dopamine D2 receptor	92.20%	95.62%
CHEMBL2535	P11166	Glucose transporter	91.96%	98.75%
CHEMBL4208	P20618	Proteasome component C5	90.54%	90.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	90.25%	98.11%
CHEMBL1951	P21397	Monoamine oxidase A	90.10%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.46%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.13%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.09%	90.71%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	88.01%	80.96%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.57%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.78%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.83%	85.14%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.53%	97.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.47%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	83.93%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.92%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.74%	91.07%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.32%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.60%	93.03%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.57%	90.24%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.02%	99.23%

Plants that contains it

• Colchicum decaisnei

Cross-Links

• PubChem: 101609250
• LOTUS: LTS0021569
• wikiData: Q105177836