(3S,3'R,4S,5R,5'S,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-(hydroxymethyl)-3',4,10,13,14-pentamethyl-5'-propanoylspiro[2,3,5,6,7,11,12,16-octahydro-1H-cyclopenta[a]phenanthrene-17,2'-oxolane]-15-one

Details

• Internal ID: 5130f092-320a-4959-a5a5-aae008906bfe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,3'R,4S,5R,5'S,10S,13S,14S,17S)-3-[(2R,3R,4S,5S,6R)-6-[[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-4-(hydroxymethyl)-3',4,10,13,14-pentamethyl-5'-propanoylspiro[2,3,5,6,7,11,12,16-octahydro-1H-cyclopenta[a]phenanthrene-17,2'-oxolane]-15-one
• SMILES (Canonical): CCC(=O)C1CC(C2(O1)CC(=O)C3(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)O)O)O)O)O)C)C)C)C
• SMILES (Isomeric): CCC(=O)[C@@H]1C[C@H]([C@@]2(O1)CC(=O)[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)O)O)O)O)C)C)C)C
• InChI: InChI=1S/C46H72O19/c1-7-23(49)25-14-20(2)46(65-25)15-29(51)45(6)22-8-9-28-42(3,21(22)10-13-44(45,46)5)12-11-30(43(28,4)19-48)63-39-36(57)35(56)33(54)27(62-39)18-60-41-38(31(52)24(50)17-59-41)64-40-37(58)34(55)32(53)26(16-47)61-40/h20,24-28,30-41,47-48,50,52-58H,7-19H2,1-6H3/t20-,24+,25+,26-,27-,28-,30+,31+,32-,33-,34+,35+,36-,37-,38-,39+,40+,41+,42-,43-,44+,45-,46+/m1/s1
• InChI Key: YUQTZSMLZJUSIA-NFAYWRALSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₂O₁₉
• Molecular Weight: 929.10 g/mol
• Exact Mass: 928.46678006 g/mol
• Topological Polar Surface Area (TPSA): 301.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -1.11
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8843	88.43%
Caco-2	-	0.8836	88.36%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8293	82.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8157	81.57%
OATP1B3 inhibitior	+	0.9075	90.75%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8152	81.52%
P-glycoprotein inhibitior	+	0.7503	75.03%
P-glycoprotein substrate	+	0.6451	64.51%
CYP3A4 substrate	+	0.7375	73.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8581	85.81%
CYP3A4 inhibition	-	0.6466	64.66%
CYP2C9 inhibition	-	0.8830	88.30%
CYP2C19 inhibition	-	0.9109	91.09%
CYP2D6 inhibition	-	0.9372	93.72%
CYP1A2 inhibition	-	0.9156	91.56%
CYP2C8 inhibition	+	0.7296	72.96%
CYP inhibitory promiscuity	-	0.9286	92.86%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4586	45.86%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9083	90.83%
Skin irritation	+	0.6083	60.83%
Skin corrosion	-	0.9367	93.67%
Ames mutagenesis	-	0.6124	61.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.8182	81.82%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6601	66.01%
skin sensitisation	-	0.9298	92.98%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4892	48.92%
Acute Oral Toxicity (c)	III	0.5966	59.66%
Estrogen receptor binding	+	0.8066	80.66%
Androgen receptor binding	+	0.7553	75.53%
Thyroid receptor binding	-	0.5396	53.96%
Glucocorticoid receptor binding	+	0.7071	70.71%
Aromatase binding	+	0.6406	64.06%
PPAR gamma	+	0.7783	77.83%
Honey bee toxicity	-	0.6699	66.99%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9720	97.20%

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	98.07%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.05%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.44%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.12%	96.09%
CHEMBL259	P32245	Melanocortin receptor 4	89.50%	95.38%
CHEMBL2581	P07339	Cathepsin D	89.39%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.36%	86.92%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.25%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.16%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.93%	95.50%
CHEMBL1902	P62942	FK506-binding protein 1A	86.62%	97.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.11%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.02%	93.04%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.93%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.52%	94.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.22%	96.90%
CHEMBL340	P08684	Cytochrome P450 3A4	84.58%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	84.32%	94.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.64%	91.24%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.45%	96.21%
CHEMBL5255	O00206	Toll-like receptor 4	82.46%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	82.01%	95.93%
CHEMBL1871	P10275	Androgen Receptor	81.83%	96.43%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.30%	82.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.18%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.04%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.88%	94.45%
CHEMBL5028	O14672	ADAM10	80.11%	97.50%

Plants that contains it

• Muscari armeniacum

Cross-Links

• PubChem: 163011905
• LOTUS: LTS0242057
• wikiData: Q105364414