(3S,5R,5'R,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4,4-bis(hydroxymethyl)-5',10,13,14-tetramethylspiro[1,2,3,5,6,7,11,12,15,16-decahydrocyclopenta[a]phenanthrene-17,6'-oxane]-2'-one

Details

• Internal ID: 411ca4b9-849e-4d7c-90bf-80152947b5f0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,5R,5'R,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6R)-4-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4,4-bis(hydroxymethyl)-5',10,13,14-tetramethylspiro[1,2,3,5,6,7,11,12,15,16-decahydrocyclopenta[a]phenanthrene-17,6'-oxane]-2'-one
• SMILES (Canonical): CC1CCC(=O)OC12CCC3(C2(CCC4=C3CCC5C4(CCC(C5(CO)CO)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)O)O)OC8C(C(C(C(O8)CO)O)OC9C(C(C(C(O9)CO)O)O)OC1C(C(C(C(O1)CO)O)O)O)OC1C(C(C(C(O1)C)O)O)O)O)O)O)C)C)C
• SMILES (Isomeric): C[C@@H]1CCC(=O)O[C@@]12CC[C@@]3([C@@]2(CCC4=C3CC[C@@H]5[C@@]4(CC[C@@H](C5(CO)CO)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)CO)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[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)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
• InChI: InChI=1S/C63H102O34/c1-23-6-9-34(70)97-63(23)15-14-60(4)26-7-8-32-59(3,25(26)10-13-61(60,63)5)12-11-33(62(32,21-68)22-69)92-54-47(83)43(79)39(75)31(91-54)20-85-56-50(44(80)37(73)28(17-65)88-56)95-58-52(96-53-46(82)41(77)35(71)24(2)86-53)49(40(76)30(19-67)90-58)93-57-51(45(81)38(74)29(18-66)89-57)94-55-48(84)42(78)36(72)27(16-64)87-55/h23-24,27-33,35-58,64-69,71-84H,6-22H2,1-5H3/t23-,24+,27-,28-,29-,30-,31-,32-,33+,35+,36-,37+,38-,39-,40-,41-,42+,43+,44+,45+,46-,47-,48-,49+,50-,51-,52-,53+,54+,55+,56-,57+,58+,59-,60+,61+,63+/m1/s1
• InChI Key: KLOGERJCMVTEJA-WQXMQYGHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₃H₁₀₂O₃₄
• Molecular Weight: 1403.50 g/mol
• Exact Mass: 1402.6252503 g/mol
• Topological Polar Surface Area (TPSA): 542.00 Ų
• XlogP: -6.60
• Atomic LogP (AlogP): -7.89
• H-Bond Acceptor: 34
• H-Bond Donor: 20
• Rotatable Bonds: 19

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7478	74.78%
Caco-2	-	0.8661	86.61%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8320	83.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8165	81.65%
OATP1B3 inhibitior	-	0.2720	27.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.9199	91.99%
P-glycoprotein inhibitior	+	0.7424	74.24%
P-glycoprotein substrate	+	0.5340	53.40%
CYP3A4 substrate	+	0.7269	72.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8808	88.08%
CYP3A4 inhibition	-	0.9665	96.65%
CYP2C9 inhibition	-	0.9294	92.94%
CYP2C19 inhibition	-	0.9317	93.17%
CYP2D6 inhibition	-	0.9478	94.78%
CYP1A2 inhibition	-	0.8984	89.84%
CYP2C8 inhibition	+	0.6958	69.58%
CYP inhibitory promiscuity	-	0.9271	92.71%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6219	62.19%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.8987	89.87%
Skin irritation	-	0.5361	53.61%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7942	79.42%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9265	92.65%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.5737	57.37%
Acute Oral Toxicity (c)	III	0.5451	54.51%
Estrogen receptor binding	+	0.8121	81.21%
Androgen receptor binding	+	0.7594	75.94%
Thyroid receptor binding	+	0.5766	57.66%
Glucocorticoid receptor binding	+	0.7239	72.39%
Aromatase binding	+	0.6729	67.29%
PPAR gamma	+	0.7980	79.80%
Honey bee toxicity	-	0.6780	67.80%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9527	95.27%

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	97.85%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.56%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.33%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.11%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	89.69%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.46%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.90%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.45%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	86.63%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.40%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.21%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.94%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.76%	93.04%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.49%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.40%	95.50%
CHEMBL259	P32245	Melanocortin receptor 4	83.08%	95.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.98%	95.56%
CHEMBL220	P22303	Acetylcholinesterase	81.23%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.63%	86.92%
CHEMBL1871	P10275	Androgen Receptor	80.32%	96.43%

Plants that contains it

• Scilla luciliae

Cross-Links

• PubChem: 102244642
• LOTUS: LTS0025811
• wikiData: Q105142718