Hemeroside B

Details

• Internal ID: e213c57f-5930-48d5-a35b-70e3d3b7787b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-[(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13S,14R,16R,18R)-14-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosane-6,2'-oxane]-16-yl]oxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CCC6C5(C(CC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)O)O)OC2C(C(C(CO2)O)O)O)O)O)O)C)C)C)OC1
• SMILES (Isomeric): C[C@@H]1CC[C@@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC[C@H]6[C@@]5([C@@H](C[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H](CO2)O)O)O)O)O)O)C)C)C)OC1
• InChI: InChI=1S/C50H82O23/c1-19-7-10-50(65-17-19)20(2)32-27(73-50)13-25-23-6-5-21-11-22(12-31(55)49(21,4)24(23)8-9-48(25,32)3)66-45-40(63)37(60)41(30(16-53)69-45)70-47-43(72-44-38(61)33(56)26(54)18-64-44)42(35(58)29(15-52)68-47)71-46-39(62)36(59)34(57)28(14-51)67-46/h19-47,51-63H,5-18H2,1-4H3/t19-,20+,21-,22-,23-,24+,25+,26-,27+,28-,29-,30-,31-,32+,33+,34-,35-,36+,37-,38-,39-,40-,41+,42+,43-,44+,45-,46+,47+,48+,49+,50-/m1/s1
• InChI Key: UHDCCGNMEBZKTO-ITZZONQSSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₂O₂₃
• Molecular Weight: 1051.20 g/mol
• Exact Mass: 1050.52468886 g/mol
• Topological Polar Surface Area (TPSA): 355.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -3.30
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5246	52.46%
Caco-2	-	0.8782	87.82%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9083	90.83%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.7575	75.75%
P-glycoprotein inhibitior	+	0.7303	73.03%
P-glycoprotein substrate	-	0.5316	53.16%
CYP3A4 substrate	+	0.7557	75.57%
CYP2C9 substrate	-	0.8054	80.54%
CYP2D6 substrate	-	0.8164	81.64%
CYP3A4 inhibition	-	0.9473	94.73%
CYP2C9 inhibition	-	0.9215	92.15%
CYP2C19 inhibition	-	0.8997	89.97%
CYP2D6 inhibition	-	0.9561	95.61%
CYP1A2 inhibition	-	0.9215	92.15%
CYP2C8 inhibition	+	0.7283	72.83%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6223	62.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9057	90.57%
Skin irritation	-	0.6555	65.55%
Skin corrosion	-	0.9521	95.21%
Ames mutagenesis	-	0.7418	74.18%
Human Ether-a-go-go-Related Gene inhibition	+	0.8200	82.00%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.9420	94.20%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8656	86.56%
Acute Oral Toxicity (c)	I	0.8185	81.85%
Estrogen receptor binding	+	0.8461	84.61%
Androgen receptor binding	+	0.7113	71.13%
Thyroid receptor binding	-	0.5242	52.42%
Glucocorticoid receptor binding	+	0.5537	55.37%
Aromatase binding	+	0.6304	63.04%
PPAR gamma	+	0.7549	75.49%
Honey bee toxicity	-	0.5387	53.87%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.7523	75.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.84%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.89%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.54%	96.61%
CHEMBL233	P35372	Mu opioid receptor	94.30%	97.93%
CHEMBL237	P41145	Kappa opioid receptor	93.49%	98.10%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	93.22%	92.86%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.63%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.06%	94.45%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	91.77%	97.86%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.74%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.16%	95.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.19%	96.38%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	89.18%	87.16%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.09%	92.94%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.69%	96.77%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	88.04%	89.05%
CHEMBL5255	O00206	Toll-like receptor 4	87.27%	92.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.05%	91.24%
CHEMBL226	P30542	Adenosine A1 receptor	86.95%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.02%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.89%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.69%	97.50%
CHEMBL1914	P06276	Butyrylcholinesterase	83.55%	95.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.54%	89.00%
CHEMBL204	P00734	Thrombin	82.84%	96.01%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.62%	95.58%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.55%	97.29%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	82.52%	80.33%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	81.94%	98.99%
CHEMBL206	P03372	Estrogen receptor alpha	81.53%	97.64%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.09%	93.04%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.85%	97.25%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.65%	93.10%

Plants that contains it

• Hemerocallis fulva

Cross-Links

• PubChem: 101101525
• NPASS: NPC89635
• LOTUS: LTS0046670
• wikiData: Q105272706