Proceraoside A

Details

• Internal ID: 0bcf888e-2e4a-4f20-94be-211213b7a02c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-3-[(2R,3R,4S,5S,6S)-5-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl] (3R,4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-3-[(2R,6S)-6-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-5-[(2E,6S)-6-hydroxy-2,6-dimethylocta-2,7-dienoyl]oxy-6-methyloxan-2-yl]oxy-2,6-dimethyloct-7-enoyl]oxy-10-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6R)-4,5-dihydroxy-6-methyl-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CC(C7(C6CC(C(C7)OC(=O)C(C)CCCC(C)(C=C)OC8C(C(C(C(O8)C)OC(=O)C(=CCCC(C)(C=C)O)C)O)O)(C)C)C(=O)OC9C(C(C(C(O9)CO)O)O)OC1C(C(C(C(O1)C)OC1C(C(C(O1)CO)O)O)OC1C(C(C(C(O1)CO)O)O)O)O)O)C)C)C)O)O)O)OC1C(C(C(CO1)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@H]3CC[C@]4([C@H](C3(C)C)CC[C@@]5([C@@H]4CC=C6[C@]5(C[C@H]([C@@]7([C@H]6CC([C@@H](C7)OC(=O)[C@H](C)CCC[C@@](C)(C=C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C)OC(=O)/C(=C/CC[C@@](C)(C=C)O)/C)O)O)(C)C)C(=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)C)O[C@H]1[C@@H]([C@H]([C@@H](O1)CO)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O)C)C)C)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O
• InChI: InChI=1S/C96H154O44/c1-17-91(12,122)27-19-21-40(4)79(120)134-73-42(6)127-85(71(117)66(73)112)140-92(13,18-2)28-20-22-39(3)78(119)132-55-33-96(88(121)139-87-77(65(111)59(105)48(35-98)130-87)138-84-72(118)75(136-83-70(116)62(108)58(104)47(34-97)128-83)74(43(7)126-84)135-82-68(114)60(106)49(36-99)129-82)45(31-89(55,8)9)44-23-24-52-93(14)29-26-54(90(10,11)51(93)25-30-94(52,15)95(44,16)32-53(96)101)133-81-69(115)63(109)61(107)50(131-81)38-124-86-76(64(110)56(102)41(5)125-86)137-80-67(113)57(103)46(100)37-123-80/h17-18,21,23,39,41-43,45-77,80-87,97-118,122H,1-2,19-20,22,24-38H2,3-16H3/b40-21+/t39-,41-,42-,43+,45+,46-,47-,48-,49+,50-,51+,52-,53-,54+,55-,56+,57+,58-,59-,60+,61-,62+,63+,64+,65+,66-,67-,68-,69-,70-,71-,72-,73-,74+,75+,76-,77-,80+,81+,82+,83+,84-,85+,86-,87+,91-,92-,93+,94-,95-,96-/m1/s1
• InChI Key: NCZACZFJXPZYPA-STVJKPNVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉₆H₁₅₄O₄₄
• Molecular Weight: 2012.20 g/mol
• Exact Mass: 2011.9846530 g/mol
• Topological Polar Surface Area (TPSA): 683.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -3.93
• H-Bond Acceptor: 44
• H-Bond Donor: 23
• Rotatable Bonds: 33

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8249	82.49%
Caco-2	-	0.8566	85.66%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8531	85.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7471	74.71%
OATP1B3 inhibitior	+	0.8176	81.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9579	95.79%
P-glycoprotein inhibitior	+	0.7421	74.21%
P-glycoprotein substrate	+	0.7988	79.88%
CYP3A4 substrate	+	0.7645	76.45%
CYP2C9 substrate	-	0.8043	80.43%
CYP2D6 substrate	-	0.8918	89.18%
CYP3A4 inhibition	-	0.7537	75.37%
CYP2C9 inhibition	-	0.8161	81.61%
CYP2C19 inhibition	-	0.9031	90.31%
CYP2D6 inhibition	-	0.9388	93.88%
CYP1A2 inhibition	-	0.9015	90.15%
CYP2C8 inhibition	+	0.8514	85.14%
CYP inhibitory promiscuity	-	0.9487	94.87%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5007	50.07%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.8955	89.55%
Skin irritation	+	0.5192	51.92%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	-	0.6378	63.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7324	73.24%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5718	57.18%
skin sensitisation	-	0.8968	89.68%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9282	92.82%
Acute Oral Toxicity (c)	III	0.6807	68.07%
Estrogen receptor binding	-	0.4942	49.42%
Androgen receptor binding	+	0.7693	76.93%
Thyroid receptor binding	+	0.7934	79.34%
Glucocorticoid receptor binding	+	0.8410	84.10%
Aromatase binding	+	0.7905	79.05%
PPAR gamma	+	0.7958	79.58%
Honey bee toxicity	-	0.5997	59.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9841	98.41%

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	99.52%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.71%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	97.35%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.64%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.28%	97.36%
CHEMBL2581	P07339	Cathepsin D	95.12%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	92.91%	94.73%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	91.93%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.69%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.63%	95.93%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	91.63%	96.90%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.44%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.13%	86.33%
CHEMBL5028	O14672	ADAM10	90.26%	97.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	89.45%	97.29%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.29%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.16%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.02%	93.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.77%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.11%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.89%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.82%	99.17%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.75%	85.31%
CHEMBL1871	P10275	Androgen Receptor	86.71%	96.43%
CHEMBL4581	P52732	Kinesin-like protein 1	85.82%	93.18%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.20%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	85.19%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.50%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.30%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.29%	93.00%
CHEMBL325	Q13547	Histone deacetylase 1	84.25%	95.92%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.54%	98.75%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.47%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.06%	94.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.02%	92.94%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.99%	90.08%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.97%	91.24%
CHEMBL2360	P00492	Hypoxanthine-guanine phosphoribosyltransferase	81.95%	87.38%
CHEMBL1993	P26358	DNA (cytosine-5)-methyltransferase 1	81.69%	95.44%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.61%	89.67%
CHEMBL4683	Q12884	Fibroblast activation protein alpha	81.20%	93.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.12%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.10%	95.89%

Plants that contains it

• Albizia procera

Cross-Links

• PubChem: 162821298
• LOTUS: LTS0097746
• wikiData: Q105177446