[(1S,3S,13S,14S,17S,18S,19S,20S,21S,22R,23R,24R,25R)-18,20,21,22-tetraacetyloxy-19-benzoyloxy-25-hydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-24-yl] benzoate

Details

• Internal ID: 53c7ff83-53fd-4e1b-90dd-32e83cd3e289
• Taxonomy: Alkaloids and derivatives
• IUPAC Name: [(1S,3S,13S,14S,17S,18S,19S,20S,21S,22R,23R,24R,25R)-18,20,21,22-tetraacetyloxy-19-benzoyloxy-25-hydroxy-3,13,14,25-tetramethyl-6,15-dioxo-2,5,16-trioxa-11-azapentacyclo[15.7.1.01,20.03,23.07,12]pentacosa-7(12),8,10-trien-24-yl] benzoate
• InChI: InChI=1S/C47H49NO18/c1-23-24(2)40(53)63-37-35(60-26(4)50)39(64-42(55)30-18-13-10-14-19-30)46(65-28(6)52)38(61-27(5)51)34(59-25(3)49)32-36(62-41(54)29-16-11-9-12-17-29)47(46,45(37,8)57)66-44(32,7)22-58-43(56)31-20-15-21-48-33(23)31/h9-21,23-24,32,34-39,57H,22H2,1-8H3/t23-,24-,32+,34+,35-,36+,37-,38-,39-,44+,45+,46-,47-/m0/s1
• InChI Key: BSWSCSMJOUKQGT-XHLUIOGTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₄₉NO₁₈
• Molecular Weight: 915.90 g/mol
• Exact Mass: 915.29496371 g/mol
• Topological Polar Surface Area (TPSA): 253.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.37
• H-Bond Acceptor: 19
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9447	94.47%
Caco-2	-	0.8494	84.94%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6550	65.50%
OATP2B1 inhibitior	-	0.5768	57.68%
OATP1B1 inhibitior	+	0.8482	84.82%
OATP1B3 inhibitior	+	0.9155	91.55%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9865	98.65%
P-glycoprotein inhibitior	+	0.8573	85.73%
P-glycoprotein substrate	+	0.6951	69.51%
CYP3A4 substrate	+	0.7046	70.46%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8901	89.01%
CYP3A4 inhibition	-	0.7471	74.71%
CYP2C9 inhibition	-	0.8364	83.64%
CYP2C19 inhibition	-	0.7182	71.82%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.5827	58.27%
CYP2C8 inhibition	+	0.6635	66.35%
CYP inhibitory promiscuity	-	0.8187	81.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4849	48.49%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8993	89.93%
Skin irritation	-	0.8479	84.79%
Skin corrosion	-	0.9534	95.34%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7460	74.60%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5806	58.06%
skin sensitisation	-	0.8357	83.57%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.8188	81.88%
Acute Oral Toxicity (c)	III	0.5668	56.68%
Estrogen receptor binding	+	0.7882	78.82%
Androgen receptor binding	+	0.7655	76.55%
Thyroid receptor binding	+	0.6499	64.99%
Glucocorticoid receptor binding	+	0.7281	72.81%
Aromatase binding	+	0.6085	60.85%
PPAR gamma	+	0.7472	74.72%
Honey bee toxicity	-	0.7546	75.46%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8120	81.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	99.39%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.15%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.75%	86.33%
CHEMBL2581	P07339	Cathepsin D	97.07%	98.95%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	95.65%	81.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.00%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.75%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.32%	90.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.02%	94.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	87.99%	87.67%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.40%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.28%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	87.05%	83.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.01%	91.11%
CHEMBL4208	P20618	Proteasome component C5	85.71%	90.00%
CHEMBL5028	O14672	ADAM10	84.66%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.24%	95.56%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.90%	93.10%
CHEMBL2535	P11166	Glucose transporter	82.98%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.97%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.43%	93.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	81.87%	94.42%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.24%	97.25%

Plants that contains it

• Euonymus laxiflorus

Cross-Links

• PubChem: 162843062
• LOTUS: LTS0233907
• wikiData: Q104945446