2-[(23R)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(13),2,4(8),9,11,14(22),15,17(21)-octaen-23-yl]acetic acid

Details

• Internal ID: 8fb03b3a-b744-4756-93b6-185d5c9b4a88
• Taxonomy: Alkaloids and derivatives > Benzophenanthridine alkaloids > Dihydrobenzophenanthridine alkaloids
• IUPAC Name: 2-[(23R)-24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(13),2,4(8),9,11,14(22),15,17(21)-octaen-23-yl]acetic acid
• InChI: InChI=1S/C22H17NO6/c1-23-15(8-19(24)25)20-12(4-5-16-22(20)29-10-26-16)13-3-2-11-6-17-18(28-9-27-17)7-14(11)21(13)23/h2-7,15H,8-10H2,1H3,(H,24,25)/t15-/m1/s1
• InChI Key: MLIRCDHFNFQJJZ-OAHLLOKOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₇NO₆
• Molecular Weight: 391.40 g/mol
• Exact Mass: 391.10558726 g/mol
• Topological Polar Surface Area (TPSA): 77.50 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.93
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9693	96.93%
Caco-2	+	0.6325	63.25%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4788	47.88%
OATP2B1 inhibitior	-	0.8691	86.91%
OATP1B1 inhibitior	+	0.8948	89.48%
OATP1B3 inhibitior	+	0.9473	94.73%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9524	95.24%
P-glycoprotein inhibitior	+	0.6717	67.17%
P-glycoprotein substrate	-	0.5348	53.48%
CYP3A4 substrate	+	0.5218	52.18%
CYP2C9 substrate	+	0.5969	59.69%
CYP2D6 substrate	-	0.7254	72.54%
CYP3A4 inhibition	+	0.5999	59.99%
CYP2C9 inhibition	-	0.7653	76.53%
CYP2C19 inhibition	+	0.5962	59.62%
CYP2D6 inhibition	-	0.5393	53.93%
CYP1A2 inhibition	+	0.6779	67.79%
CYP2C8 inhibition	-	0.6826	68.26%
CYP inhibitory promiscuity	-	0.6479	64.79%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5037	50.37%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9444	94.44%
Skin irritation	-	0.7628	76.28%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5844	58.44%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	+	0.5323	53.23%
skin sensitisation	-	0.8503	85.03%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8261	82.61%
Acute Oral Toxicity (c)	III	0.7441	74.41%
Estrogen receptor binding	+	0.8634	86.34%
Androgen receptor binding	+	0.8198	81.98%
Thyroid receptor binding	-	0.5636	56.36%
Glucocorticoid receptor binding	+	0.8074	80.74%
Aromatase binding	+	0.6142	61.42%
PPAR gamma	+	0.8258	82.58%
Honey bee toxicity	-	0.9392	93.92%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.6891	68.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.18%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.92%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.08%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.23%	95.56%
CHEMBL4208	P20618	Proteasome component C5	90.15%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.45%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.60%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.34%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.86%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.08%	91.11%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.27%	94.42%

Plants that contains it

• Macleaya microcarpa

Cross-Links

• PubChem: 162918514
• LOTUS: LTS0135755
• wikiData: Q105166708