(9R,17S)-1-azoniahexacyclo[15.8.0.01,9.02,7.010,15.018,23]pentacosa-2,4,6,10,12,14,18,20,22-nonaene-4,5,12,13,20,21-hexol

Details

• Internal ID: 40cf3ce9-65cf-47ff-ad7c-c077fe82204b
• Taxonomy: Alkaloids and derivatives > Protoberberine alkaloids and derivatives
• IUPAC Name: (9R,17S)-1-azoniahexacyclo[15.8.0.01,9.02,7.010,15.018,23]pentacosa-2,4,6,10,12,14,18,20,22-nonaene-4,5,12,13,20,21-hexol
• SMILES (Canonical): C1C[N+]23C(CC4=CC(=C(C=C4C2CC5=CC(=C(C=C35)O)O)O)O)C6=CC(=C(C=C61)O)O
• SMILES (Isomeric): C1C[N+]23[C@@H](CC4=CC(=C(C=C4[C@H]2CC5=CC(=C(C=C35)O)O)O)O)C6=CC(=C(C=C61)O)O
• InChI: InChI=1S/C24H21NO6/c26-19-5-11-1-2-25-16-10-24(31)21(28)7-13(16)4-18(25)15-9-23(30)20(27)6-12(15)3-17(25)14(11)8-22(19)29/h5-10,17-18H,1-4H2,(H5-,26,27,28,29,30,31)/p+1/t17-,18+,25?/m0/s1
• InChI Key: PTYAOGZKZAVRNA-SVSOVTBISA-O
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₂NO₆+
• Molecular Weight: 420.40 g/mol
• Exact Mass: 420.14471242 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.38
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9018	90.18%
Caco-2	-	0.8021	80.21%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7217	72.17%
OATP2B1 inhibitior	+	0.5710	57.10%
OATP1B1 inhibitior	+	0.9365	93.65%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5403	54.03%
P-glycoprotein inhibitior	-	0.6653	66.53%
P-glycoprotein substrate	-	0.8394	83.94%
CYP3A4 substrate	-	0.5549	55.49%
CYP2C9 substrate	-	0.5936	59.36%
CYP2D6 substrate	+	0.3611	36.11%
CYP3A4 inhibition	-	0.9338	93.38%
CYP2C9 inhibition	-	0.8444	84.44%
CYP2C19 inhibition	-	0.8143	81.43%
CYP2D6 inhibition	-	0.6115	61.15%
CYP1A2 inhibition	+	0.6448	64.48%
CYP2C8 inhibition	-	0.6603	66.03%
CYP inhibitory promiscuity	-	0.8048	80.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5758	57.58%
Eye corrosion	-	0.9866	98.66%
Eye irritation	+	0.5663	56.63%
Skin irritation	-	0.7441	74.41%
Skin corrosion	-	0.9261	92.61%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8055	80.55%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8294	82.94%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.8538	85.38%
Acute Oral Toxicity (c)	III	0.4714	47.14%
Estrogen receptor binding	+	0.8067	80.67%
Androgen receptor binding	+	0.6896	68.96%
Thyroid receptor binding	+	0.7070	70.70%
Glucocorticoid receptor binding	+	0.8026	80.26%
Aromatase binding	+	0.7268	72.68%
PPAR gamma	+	0.8464	84.64%
Honey bee toxicity	-	0.8165	81.65%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9034	90.34%

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	98.33%	91.11%
CHEMBL217	P14416	Dopamine D2 receptor	95.08%	95.62%
CHEMBL1951	P21397	Monoamine oxidase A	91.98%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.04%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.12%	93.40%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.57%	92.94%
CHEMBL3438	Q05513	Protein kinase C zeta	83.82%	88.48%
CHEMBL2581	P07339	Cathepsin D	83.01%	98.95%
CHEMBL2056	P21728	Dopamine D1 receptor	80.84%	91.00%

Plants that contains it

• Gnetum latifolium

Cross-Links

• PubChem: 70698088
• LOTUS: LTS0101898
• wikiData: Q105214968