sciscllascilloside E-1

Details

• Internal ID: d9a49db0-cafd-4f93-afa5-6457f7eafb8b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 1-[(2'S,3S,4S,4'R,5R,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-(hydroxymethyl)-4,4',10,13,14-pentamethylspiro[1,2,3,5,6,7,11,12,15,16-decahydrocyclopenta[a]phenanthrene-17,5'-oxolane]-2'-yl]propan-1-one
• SMILES (Canonical): CCC(=O)C1CC(C2(O1)CCC3(C2(CCC4=C3CCC5C4(CCC(C5(C)CO)OC6C(C(C(C(O6)COC7C(C(C(CO7)O)O)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)O)O)OC1C(C(C(C(O1)C)O)O)O)O)O)O)C)C)C)C
• SMILES (Isomeric): CCC(=O)[C@@H]1C[C@H]([C@@]2(O1)CC[C@@]3([C@@]2(CCC4=C3CC[C@@H]5[C@@]4(CC[C@@H]([C@]5(C)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@H](CO7)O)O)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]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O)O)O)O)O)C)C)C)C
• InChI: InChI=1S/C58H94O27/c1-8-27(62)29-17-23(2)58(85-29)16-15-56(6)26-9-10-33-54(4,25(26)11-14-57(56,58)7)13-12-34(55(33,5)22-61)81-50-44(73)42(71)38(67)32(80-50)21-76-52-47(36(65)28(63)20-75-52)83-53-48(84-49-43(72)40(69)35(64)24(3)77-49)46(39(68)31(19-60)79-53)82-51-45(74)41(70)37(66)30(18-59)78-51/h23-24,28-53,59-61,63-74H,8-22H2,1-7H3/t23-,24+,28+,29+,30-,31-,32-,33-,34+,35+,36+,37-,38-,39-,40-,41+,42+,43-,44-,45-,46+,47-,48-,49+,50+,51+,52+,53+,54-,55-,56+,57+,58+/m1/s1
• InChI Key: LLBZPESJRQGYMB-VFEURASPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₄O₂₇
• Molecular Weight: 1223.30 g/mol
• Exact Mass: 1222.59824772 g/mol
• Topological Polar Surface Area (TPSA): 422.00 Ų
• XlogP: -3.50
• Atomic LogP (AlogP): -3.62
• H-Bond Acceptor: 27
• H-Bond Donor: 15
• Rotatable Bonds: 16

Synonyms

• CHEBI:66439
• Q27135000
• 15-deoxoeucosterol-3-O-alpha-L-rhamnopyranosyl-(1->2)-[beta-D-glucopyranosyl-(1->3)]-beta-D-glucopyranosyl-(1->2)-alpha-L-arabinopyranosyl-(1->6)-beta-D-glucopyranoside

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8976	89.76%
Caco-2	-	0.8713	87.13%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7839	78.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8206	82.06%
OATP1B3 inhibitior	+	0.8848	88.48%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9230	92.30%
P-glycoprotein inhibitior	+	0.7444	74.44%
P-glycoprotein substrate	+	0.6956	69.56%
CYP3A4 substrate	+	0.7423	74.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8581	85.81%
CYP3A4 inhibition	-	0.8066	80.66%
CYP2C9 inhibition	-	0.9030	90.30%
CYP2C19 inhibition	-	0.9064	90.64%
CYP2D6 inhibition	-	0.9282	92.82%
CYP1A2 inhibition	-	0.9152	91.52%
CYP2C8 inhibition	+	0.7863	78.63%
CYP inhibitory promiscuity	-	0.9080	90.80%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5035	50.35%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9002	90.02%
Skin irritation	+	0.5778	57.78%
Skin corrosion	-	0.9389	93.89%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7999	79.99%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.9215	92.15%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8802	88.02%
Acute Oral Toxicity (c)	III	0.5308	53.08%
Estrogen receptor binding	+	0.8145	81.45%
Androgen receptor binding	+	0.7600	76.00%
Thyroid receptor binding	+	0.5596	55.96%
Glucocorticoid receptor binding	+	0.7345	73.45%
Aromatase binding	+	0.6546	65.46%
PPAR gamma	+	0.8107	81.07%
Honey bee toxicity	-	0.6513	65.13%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9601	96.01%

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	98.30%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.38%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.32%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.99%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.21%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.75%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.33%	95.50%
CHEMBL259	P32245	Melanocortin receptor 4	90.82%	95.38%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.08%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.02%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.56%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.11%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.01%	100.00%
CHEMBL233	P35372	Mu opioid receptor	85.76%	97.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.04%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.96%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	82.74%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.50%	92.62%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.29%	96.90%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.00%	99.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.83%	91.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.65%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.47%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	80.28%	92.50%

Plants that contains it

• Scilla luciliae

Cross-Links

• PubChem: 21632992
• LOTUS: LTS0151129
• wikiData: Q27135000