Wilfornine B

Details

• Internal ID: 48829c34-385b-4eef-b1f0-31311bba8a34
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: [(1S,3R,15R,18S,19R,20R,21R,22S,23R,24S,25R,26S)-19,20,22,23-tetraacetyloxy-21-(acetyloxymethyl)-25,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-15-yl] benzoate
• SMILES (Canonical): CC(=O)OCC12C(C(C3C(C14C(C(C(C2OC(=O)C)OC(=O)C)OC(=O)C(CCC5=C(C=CC=N5)C(=O)OCC3(O4)C)(C)OC(=O)C6=CC=CC=C6)(C)O)O)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CC(=O)OC[C@]12[C@@H]([C@@H]([C@@H]3[C@H]([C@]14[C@@]([C@H]([C@@H]([C@@H]2OC(=O)C)OC(=O)C)OC(=O)[C@](CCC5=C(C=CC=N5)C(=O)OC[C@@]3(O4)C)(C)OC(=O)C6=CC=CC=C6)(C)O)O)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C43H49NO19/c1-21(45)55-20-42-34(59-24(4)48)30(57-22(2)46)29-32(50)43(42)41(8,54)33(31(58-23(3)47)35(42)60-25(5)49)61-38(53)39(6,62-36(51)26-13-10-9-11-14-26)17-16-28-27(15-12-18-44-28)37(52)56-19-40(29,7)63-43/h9-15,18,29-35,50,54H,16-17,19-20H2,1-8H3/t29-,30-,31+,32-,33+,34-,35+,39-,40+,41+,42-,43+/m1/s1
• InChI Key: VMWSZLNWXFHOTG-UDTLMCMUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₄₉NO₁₉
• Molecular Weight: 883.80 g/mol
• Exact Mass: 883.28987833 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 20
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

• CHEMBL525210

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6913	69.13%
Caco-2	-	0.8492	84.92%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5117	51.17%
OATP2B1 inhibitior	-	0.7265	72.65%
OATP1B1 inhibitior	+	0.8426	84.26%
OATP1B3 inhibitior	+	0.9308	93.08%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9936	99.36%
P-glycoprotein inhibitior	+	0.8171	81.71%
P-glycoprotein substrate	+	0.6854	68.54%
CYP3A4 substrate	+	0.7176	71.76%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.9018	90.18%
CYP2C9 inhibition	-	0.8012	80.12%
CYP2C19 inhibition	-	0.7928	79.28%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	-	0.7435	74.35%
CYP2C8 inhibition	+	0.7903	79.03%
CYP inhibitory promiscuity	-	0.6452	64.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5477	54.77%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9071	90.71%
Skin irritation	-	0.8038	80.38%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7214	72.14%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5247	52.47%
skin sensitisation	-	0.8818	88.18%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7261	72.61%
Acute Oral Toxicity (c)	III	0.5555	55.55%
Estrogen receptor binding	+	0.8054	80.54%
Androgen receptor binding	+	0.7475	74.75%
Thyroid receptor binding	+	0.6554	65.54%
Glucocorticoid receptor binding	+	0.7754	77.54%
Aromatase binding	+	0.6504	65.04%
PPAR gamma	+	0.8028	80.28%
Honey bee toxicity	-	0.7153	71.53%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7879	78.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.40%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	98.39%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.50%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.21%	90.17%
CHEMBL2581	P07339	Cathepsin D	96.61%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.13%	85.14%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	95.08%	81.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.48%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.14%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.33%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	92.10%	94.08%
CHEMBL5028	O14672	ADAM10	86.50%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.01%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.79%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.05%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.82%	91.11%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.63%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.02%	93.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.56%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.25%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.16%	95.50%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.98%	96.67%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.52%	83.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.27%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.78%	100.00%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.34%	87.67%

Plants that contains it

• Tripterygium wilfordii

Cross-Links

• PubChem: 44584748
• NPASS: NPC237702