CID 163018527

Details

• Internal ID: f8f1c463-dcbd-4127-b767-6541f518eb83
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
• SMILES (Canonical): CC1CC2(CC(C3(O2)CCC4(C3(CCC5=C4CCC6C5(CCC(C6(C)CO)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)OC9C(C(C(C(O9)CO)O)OC2C(C(C(CO2)O)O)O)OC2C(C(C(C(O2)C)O)O)O)O)O)O)C)C)C)C)OC1=O
• SMILES (Isomeric): C[C@@H]1C[C@]2(C[C@H]([C@@]3(O2)CC[C@@]4([C@@]3(CCC5=C4CC[C@@H]6[C@@]5(CC[C@@H]([C@]6(C)CO)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@@H]8[C@@H]([C@@H]([C@H](CO8)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O[C@H]2[C@@H]([C@H]([C@H](CO2)O)O)O)O[C@H]2[C@@H]([C@@H]([C@H]([C@@H](O2)C)O)O)O)O)O)O)C)C)C)C)OC1=O
• InChI: InChI=1S/C58H92O27/c1-23-16-57(84-47(23)73)17-24(2)58(85-57)15-14-55(6)27-8-9-32-53(4,26(27)10-13-56(55,58)7)12-11-33(54(32,5)22-60)80-50-43(72)40(69)37(66)31(79-50)21-76-51-45(36(65)29(62)20-75-51)82-52-46(83-49-42(71)39(68)34(63)25(3)77-49)44(38(67)30(18-59)78-52)81-48-41(70)35(64)28(61)19-74-48/h23-25,28-46,48-52,59-72H,8-22H2,1-7H3/t23-,24-,25+,28+,29+,30-,31-,32-,33+,34+,35+,36-,37-,38-,39-,40+,41-,42-,43-,44+,45-,46-,48+,49+,50+,51-,52+,53-,54-,55+,56+,57+,58+/m1/s1
• InChI Key: BHVCFFZDQVHQMT-AOUWCQSQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₂O₂₇
• Molecular Weight: 1221.30 g/mol
• Exact Mass: 1220.58259765 g/mol
• Topological Polar Surface Area (TPSA): 411.00 Ų
• XlogP: -3.10
• Atomic LogP (AlogP): -3.05
• H-Bond Acceptor: 27
• H-Bond Donor: 14
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8294	82.94%
Caco-2	-	0.8700	87.00%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8220	82.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8095	80.95%
OATP1B3 inhibitior	+	0.8670	86.70%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9571	95.71%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	+	0.6848	68.48%
CYP3A4 substrate	+	0.7440	74.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8745	87.45%
CYP3A4 inhibition	-	0.9196	91.96%
CYP2C9 inhibition	-	0.9244	92.44%
CYP2C19 inhibition	-	0.9343	93.43%
CYP2D6 inhibition	-	0.9378	93.78%
CYP1A2 inhibition	-	0.9172	91.72%
CYP2C8 inhibition	+	0.7593	75.93%
CYP inhibitory promiscuity	-	0.9444	94.44%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5179	51.79%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8995	89.95%
Skin irritation	+	0.5497	54.97%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8107	81.07%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9231	92.31%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6189	61.89%
Acute Oral Toxicity (c)	I	0.4770	47.70%
Estrogen receptor binding	+	0.8074	80.74%
Androgen receptor binding	+	0.7606	76.06%
Thyroid receptor binding	+	0.5986	59.86%
Glucocorticoid receptor binding	+	0.7616	76.16%
Aromatase binding	+	0.6827	68.27%
PPAR gamma	+	0.8215	82.15%
Honey bee toxicity	-	0.6313	63.13%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9416	94.16%

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	99.22%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.24%	95.93%
CHEMBL2581	P07339	Cathepsin D	93.39%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.20%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.17%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.04%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.75%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.33%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.27%	91.24%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.25%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.59%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	87.96%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.67%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.46%	96.61%
CHEMBL259	P32245	Melanocortin receptor 4	87.38%	95.38%
CHEMBL1871	P10275	Androgen Receptor	87.04%	96.43%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.90%	91.07%
CHEMBL1951	P21397	Monoamine oxidase A	86.05%	91.49%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.90%	95.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.02%	92.88%
CHEMBL5255	O00206	Toll-like receptor 4	83.40%	92.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.26%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.04%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.73%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.57%	85.14%
CHEMBL1902	P62942	FK506-binding protein 1A	81.56%	97.05%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.80%	86.92%

Plants that contains it

• Bellevalia paradoxa

Cross-Links

• PubChem: 163018527
• LOTUS: LTS0016799
• wikiData: Q104936248