(2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[[(3S,3aS,4S,5aR,5bR,7S,7aR,9R,11aR,11bR,13aR,13bS)-4-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13a-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13b-hexadecahydrocyclopenta[a]chrysen-9-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 2b2e833e-f550-414d-94bc-d3c1d383355b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5S)-2-[[(3S,3aS,4S,5aR,5bR,7S,7aR,9R,11aR,11bR,13aR,13bS)-4-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-7-hydroxy-3-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a,13a-hexamethyl-1,2,3,3a,4,5,6,7,7a,9,10,11,11b,12,13,13b-hexadecahydrocyclopenta[a]chrysen-9-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(C(CCC2(C1C(CC3(C2CCC4(C3(CC(C5C4CCC5C(C)(C)O)OC6C(C(C(CO6)O)OC7C(C(C(CO7)O)O)O)O)C)C)C)O)C)OC8C(C(C(CO8)O)O)OC9C(C(C(C(O9)CO)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H]3[C@]4(CC[C@H](C([C@@H]4[C@H](C[C@]3([C@@]1(C[C@@H]([C@H]5[C@@H]2CC[C@@H]5C(C)(C)O)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O)C)C)O)(C)C)O[C@H]8[C@@H]([C@H]([C@H](CO8)O)O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C
• InChI: InChI=1S/C51H86O21/c1-46(2)30(70-45-40(33(58)25(55)19-67-45)72-44-37(62)35(60)34(59)28(17-52)69-44)12-13-48(5)29-11-14-49(6)22-10-9-21(47(3,4)64)31(22)27(16-51(49,8)50(29,7)15-23(53)41(46)48)68-43-38(63)39(26(56)20-66-43)71-42-36(61)32(57)24(54)18-65-42/h21-45,52-64H,9-20H2,1-8H3/t21-,22-,23-,24+,25-,26+,27-,28+,29+,30+,31+,32-,33-,34+,35-,36+,37+,38+,39-,40+,41-,42-,43-,44-,45-,48+,49+,50+,51+/m0/s1
• InChI Key: QMAUDLBSYNWRNY-STBCZALNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₆O₂₁
• Molecular Weight: 1035.20 g/mol
• Exact Mass: 1034.56615975 g/mol
• Topological Polar Surface Area (TPSA): 337.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -1.62
• H-Bond Acceptor: 21
• H-Bond Donor: 13
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5073	50.73%
Caco-2	-	0.8842	88.42%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6483	64.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8100	81.00%
OATP1B3 inhibitior	+	0.8916	89.16%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.5981	59.81%
P-glycoprotein inhibitior	+	0.7487	74.87%
P-glycoprotein substrate	-	0.5161	51.61%
CYP3A4 substrate	+	0.7465	74.65%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	-	0.9558	95.58%
CYP2C9 inhibition	-	0.8950	89.50%
CYP2C19 inhibition	-	0.8957	89.57%
CYP2D6 inhibition	-	0.9593	95.93%
CYP1A2 inhibition	-	0.9207	92.07%
CYP2C8 inhibition	+	0.7225	72.25%
CYP inhibitory promiscuity	-	0.9729	97.29%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6776	67.76%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9017	90.17%
Skin irritation	-	0.7045	70.45%
Skin corrosion	-	0.9555	95.55%
Ames mutagenesis	-	0.6024	60.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.7671	76.71%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6959	69.59%
skin sensitisation	-	0.9339	93.39%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9383	93.83%
Acute Oral Toxicity (c)	I	0.6587	65.87%
Estrogen receptor binding	+	0.7494	74.94%
Androgen receptor binding	+	0.7649	76.49%
Thyroid receptor binding	-	0.5270	52.70%
Glucocorticoid receptor binding	+	0.6632	66.32%
Aromatase binding	+	0.6444	64.44%
PPAR gamma	+	0.7660	76.60%
Honey bee toxicity	-	0.6200	62.00%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.7773	77.73%

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	98.06%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.22%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.40%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.87%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.64%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.12%	97.09%
CHEMBL259	P32245	Melanocortin receptor 4	89.11%	95.38%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.81%	96.61%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.51%	97.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.07%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.07%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.59%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.46%	91.24%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.40%	100.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	85.29%	97.28%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.24%	92.88%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.37%	97.86%
CHEMBL4581	P52732	Kinesin-like protein 1	84.36%	93.18%
CHEMBL1871	P10275	Androgen Receptor	83.79%	96.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.17%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.15%	94.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.69%	97.36%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	82.49%	97.33%
CHEMBL3589	P55263	Adenosine kinase	82.11%	98.05%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.05%	95.71%
CHEMBL5555	O00767	Acyl-CoA desaturase	81.03%	97.50%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	80.02%	87.16%

Plants that contains it

• Polycarpon succulentum

Cross-Links

• PubChem: 163105685
• LOTUS: LTS0119862
• wikiData: Q105223877