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

Details

• Internal ID: aff85e00-be52-49d9-ad2d-b2c2c6e3bc5b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,4'R,5R,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5R)-3-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4,4-bis(hydroxymethyl)-4',10,13,14-tetramethylspiro[1,2,3,5,6,7,11,12,15,16-decahydrocyclopenta[a]phenanthrene-17,5'-oxolane]-2'-one
• SMILES (Canonical): CC1CC(=O)OC12CCC3(C2(CCC4=C3CCC5C4(CCC(C5(CO)CO)OC6C(C(C(C(O6)COC7C(C(C(CO7)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(CO9)(CO)O)O)O)O)O)C)C)C
• SMILES (Isomeric): C[C@@H]1CC(=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](CO7)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O[C@H]9[C@@H]([C@](CO9)(CO)O)O)O)O)O)C)C)C
• InChI: InChI=1S/C48H76O23/c1-21-13-29(54)71-48(21)12-11-44(3)23-5-6-27-43(2,22(23)7-10-45(44,48)4)9-8-28(46(27,17-50)18-51)68-39-35(60)33(58)32(57)26(67-39)16-64-40-36(30(55)24(53)15-63-40)69-41-37(34(59)31(56)25(14-49)66-41)70-42-38(61)47(62,19-52)20-65-42/h21,24-28,30-42,49-53,55-62H,5-20H2,1-4H3/t21-,24-,25-,26-,27-,28+,30+,31-,32-,33+,34+,35-,36-,37-,38+,39+,40+,41+,42+,43-,44+,45+,47-,48+/m1/s1
• InChI Key: GMURDWKGFBCUGP-HTQYDUPXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₂₃
• Molecular Weight: 1021.10 g/mol
• Exact Mass: 1020.47773867 g/mol
• Topological Polar Surface Area (TPSA): 363.00 Ų
• XlogP: -3.80
• Atomic LogP (AlogP): -3.68
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• 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	-	0.8750	87.50%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8220	82.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8024	80.24%
OATP1B3 inhibitior	+	0.8670	86.70%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8952	89.52%
P-glycoprotein inhibitior	+	0.7438	74.38%
P-glycoprotein substrate	+	0.6392	63.92%
CYP3A4 substrate	+	0.7406	74.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8867	88.67%
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	+	0.7407	74.07%
CYP inhibitory promiscuity	-	0.9444	94.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5179	51.79%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9041	90.41%
Skin irritation	+	0.5497	54.97%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7632	76.32%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9231	92.31%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5440	54.40%
Acute Oral Toxicity (c)	I	0.4770	47.70%
Estrogen receptor binding	+	0.8113	81.13%
Androgen receptor binding	+	0.7617	76.17%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6511	65.11%
Aromatase binding	+	0.6427	64.27%
PPAR gamma	+	0.7670	76.70%
Honey bee toxicity	-	0.6386	63.86%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
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	98.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.50%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	95.09%	95.93%
CHEMBL220	P22303	Acetylcholinesterase	93.78%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	92.19%	86.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.93%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.87%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.75%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.12%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.85%	94.45%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.32%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.69%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.25%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.09%	95.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.77%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	85.64%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.54%	99.23%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.54%	92.88%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.50%	86.33%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	85.47%	100.00%
CHEMBL1871	P10275	Androgen Receptor	85.43%	96.43%
CHEMBL233	P35372	Mu opioid receptor	85.33%	97.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.68%	97.36%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.62%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.32%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.21%	91.07%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.96%	96.09%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.81%	95.83%
CHEMBL1902	P62942	FK506-binding protein 1A	82.42%	97.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.27%	92.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.09%	94.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.79%	96.90%
CHEMBL259	P32245	Melanocortin receptor 4	80.89%	95.38%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.43%	96.38%

Plants that contains it

• Bellevalia paradoxa

Cross-Links

• PubChem: 162927566
• LOTUS: LTS0060102
• wikiData: Q105012177