Mycaloside B

Details

• Internal ID: e24d18f5-5a49-4f01-a591-29f0ebe84821
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,4S,5R,6R)-2-[(2S,3S,4R,5R)-2-[(2R,3R,4R,5R,6R)-2-[[(3S,4R,8R,9S,10R,13R,14S,15S,17R)-4,15-dihydroxy-17-[(E,2S,5S)-1-hydroxy-5-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-3,5-dihydroxyoxan-4-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CCC(C)C=CC(CO)C1CC(C2C1(CCC3C2CC=C4C3(CCC(C4O)OC5C(C(C(C(O5)CO)OC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(CO7)O)OC8C(C(C(C(O8)CO)O)O)O)O)O)C)C)O
• SMILES (Isomeric): CC[C@H](C)/C=C/[C@H](CO)[C@H]1C[C@@H]([C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H]([C@@H]4O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O)O[C@H]7[C@H]([C@@H]([C@@H](CO7)O)O[C@H]8[C@@H]([C@H]([C@H]([C@H](O8)CO)O)O)O)O)O)C)C)O
• InChI: InChI=1S/C50H82O23/c1-5-20(2)6-7-21(15-51)25-14-26(55)32-22-8-9-24-33(57)28(11-13-49(24,3)23(22)10-12-50(25,32)4)67-48-41(65)44(43(31(18-54)70-48)72-47-39(63)37(61)35(59)30(17-53)69-47)73-45-40(64)42(27(56)19-66-45)71-46-38(62)36(60)34(58)29(16-52)68-46/h6-7,9,20-23,25-48,51-65H,5,8,10-19H2,1-4H3/b7-6+/t20-,21+,22+,23-,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+/m0/s1
• InChI Key: MLKKVMMBYLGWBK-XEHTZEFYSA-N
• Popularity: 0 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): 377.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -3.99
• H-Bond Acceptor: 23
• H-Bond Donor: 15
• Rotatable Bonds: 16

Synonyms

• (-)-Mycaloside B

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8065	80.65%
Caco-2	-	0.8832	88.32%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6465	64.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8365	83.65%
OATP1B3 inhibitior	+	0.8559	85.59%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9309	93.09%
P-glycoprotein inhibitior	+	0.7289	72.89%
P-glycoprotein substrate	+	0.5856	58.56%
CYP3A4 substrate	+	0.7347	73.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8283	82.83%
CYP3A4 inhibition	-	0.8798	87.98%
CYP2C9 inhibition	-	0.9078	90.78%
CYP2C19 inhibition	-	0.9020	90.20%
CYP2D6 inhibition	-	0.9334	93.34%
CYP1A2 inhibition	-	0.9194	91.94%
CYP2C8 inhibition	+	0.7392	73.92%
CYP inhibitory promiscuity	-	0.9112	91.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5898	58.98%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9084	90.84%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.7570	75.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8705	87.05%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6658	66.58%
skin sensitisation	-	0.9207	92.07%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9548	95.48%
Acute Oral Toxicity (c)	III	0.4862	48.62%
Estrogen receptor binding	+	0.8564	85.64%
Androgen receptor binding	+	0.7499	74.99%
Thyroid receptor binding	-	0.5121	51.21%
Glucocorticoid receptor binding	+	0.6433	64.33%
Aromatase binding	+	0.5993	59.93%
PPAR gamma	+	0.7930	79.30%
Honey bee toxicity	-	0.5730	57.30%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9320	93.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.71%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.03%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.52%	95.93%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	94.78%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.81%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	93.50%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.47%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.75%	96.77%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.90%	96.61%
CHEMBL2581	P07339	Cathepsin D	91.44%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.22%	100.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.85%	94.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.70%	95.89%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.74%	94.08%
CHEMBL1871	P10275	Androgen Receptor	85.17%	96.43%
CHEMBL1937	Q92769	Histone deacetylase 2	85.16%	94.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.87%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.72%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	83.67%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.33%	89.00%
CHEMBL1977	P11473	Vitamin D receptor	82.94%	99.43%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.79%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	81.89%	98.10%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.37%	96.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.86%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.06%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163105054
• LOTUS: LTS0272873
• wikiData: Q105166778