(2R,3S,4S,5R,6S)-2-[[(1R,14S,15S,16S)-4,14-dihydroxy-5-methoxy-9-azatetracyclo[7.6.1.02,7.012,16]hexadeca-2,4,6,12-tetraen-15-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 15cdff69-f374-4923-a094-c6b67e946b19
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Benzoquinolines > Phenanthridines and derivatives
• IUPAC Name: (2R,3S,4S,5R,6S)-2-[[(1R,14S,15S,16S)-4,14-dihydroxy-5-methoxy-9-azatetracyclo[7.6.1.02,7.012,16]hexadeca-2,4,6,12-tetraen-15-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=C(C=C2C3C(C(C=C4C3N(CC4)CC2=C1)O)OC5C(C(C(C(O5)CO)O)O)O)O
• SMILES (Isomeric): COC1=C(C=C2[C@H]3[C@@H]([C@H](C=C4[C@H]3N(CC4)CC2=C1)O)O[C@H]5[C@H]([C@H]([C@H]([C@@H](O5)CO)O)O)O)O
• InChI: InChI=1S/C22H29NO9/c1-30-14-5-10-7-23-3-2-9-4-13(26)21(16(17(9)23)11(10)6-12(14)25)32-22-20(29)19(28)18(27)15(8-24)31-22/h4-6,13,15-22,24-29H,2-3,7-8H2,1H3/t13-,15-,16+,17+,18-,19-,20-,21+,22-/m0/s1
• InChI Key: VISOVYRAGFNZEV-URSSCJHUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₉NO₉
• Molecular Weight: 451.50 g/mol
• Exact Mass: 451.18423150 g/mol
• Topological Polar Surface Area (TPSA): 152.00 Ų
• XlogP: -1.80
• Atomic LogP (AlogP): -1.44
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8193	81.93%
Caco-2	-	0.8005	80.05%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.6482	64.82%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.8887	88.87%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.5532	55.32%
P-glycoprotein inhibitior	-	0.8129	81.29%
P-glycoprotein substrate	+	0.5566	55.66%
CYP3A4 substrate	+	0.6460	64.60%
CYP2C9 substrate	-	0.8065	80.65%
CYP2D6 substrate	-	0.6684	66.84%
CYP3A4 inhibition	-	0.9769	97.69%
CYP2C9 inhibition	-	0.8853	88.53%
CYP2C19 inhibition	-	0.8717	87.17%
CYP2D6 inhibition	-	0.6629	66.29%
CYP1A2 inhibition	-	0.5845	58.45%
CYP2C8 inhibition	-	0.5974	59.74%
CYP inhibitory promiscuity	-	0.8344	83.44%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4714	47.14%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9621	96.21%
Skin irritation	-	0.7612	76.12%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	-	0.6337	63.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6766	67.66%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8332	83.32%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.5985	59.85%
Acute Oral Toxicity (c)	III	0.5786	57.86%
Estrogen receptor binding	+	0.6986	69.86%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5448	54.48%
Glucocorticoid receptor binding	+	0.5370	53.70%
Aromatase binding	+	0.5177	51.77%
PPAR gamma	+	0.6127	61.27%
Honey bee toxicity	-	0.7359	73.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	-	0.3866	38.66%

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	99.16%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.80%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.37%	95.89%
CHEMBL2581	P07339	Cathepsin D	92.03%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.46%	86.33%
CHEMBL4208	P20618	Proteasome component C5	90.15%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.87%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.09%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.74%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.44%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.91%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.68%	89.62%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	85.64%	90.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.61%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.67%	92.94%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.43%	91.03%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.23%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.00%	95.83%

Plants that contains it

• Pancratium biflorum

Cross-Links

• PubChem: 163106298
• LOTUS: LTS0005237
• wikiData: Q105286998