Papyrioside LF

Details

• Internal ID: 453305df-32ae-488c-b519-266758406dfd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-6-(acetyloxymethyl)-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aR,6aR,6aS,6bR,8aR,10R,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-3-oxo-4,5,6,6a,7,8,8a,10,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC6(C(=CCC7C6(CCC8C7(CCC(C8(C)C)O)C)C)C4CC(C(=O)C5)(C)C)C)O)O)O)COC(=O)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@@]45CC[C@@]6(C(=CC[C@H]7[C@]6(CC[C@@H]8[C@@]7(CC[C@H](C8(C)C)O)C)C)[C@@H]4CC(C(=O)C5)(C)C)C)O)O)O)COC(=O)C)O)O)O
• InChI: InChI=1S/C50H78O19/c1-22-32(54)34(56)37(59)42(65-22)68-40-27(21-63-23(2)51)67-41(39(61)36(40)58)64-20-26-33(55)35(57)38(60)43(66-26)69-44(62)50-17-16-48(8)24(25(50)18-45(3,4)31(53)19-50)10-11-29-47(7)14-13-30(52)46(5,6)28(47)12-15-49(29,48)9/h10,22,25-30,32-43,52,54-61H,11-21H2,1-9H3/t22-,25-,26+,27+,28-,29+,30+,32-,33+,34+,35-,36+,37+,38+,39+,40+,41+,42-,43-,47-,48+,49+,50+/m0/s1
• InChI Key: RGERHEQGVLQHSS-WSLKYWRLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₇₈O₁₉
• Molecular Weight: 983.10 g/mol
• Exact Mass: 982.51373025 g/mol
• Topological Polar Surface Area (TPSA): 298.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.92
• H-Bond Acceptor: 19
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7979	79.79%
Caco-2	-	0.8774	87.74%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8771	87.71%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8330	83.30%
OATP1B3 inhibitior	-	0.3399	33.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5526	55.26%
BSEP inhibitior	+	0.9411	94.11%
P-glycoprotein inhibitior	+	0.7487	74.87%
P-glycoprotein substrate	-	0.5118	51.18%
CYP3A4 substrate	+	0.7334	73.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8781	87.81%
CYP3A4 inhibition	-	0.8893	88.93%
CYP2C9 inhibition	-	0.8700	87.00%
CYP2C19 inhibition	-	0.9168	91.68%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9103	91.03%
CYP2C8 inhibition	+	0.7392	73.92%
CYP inhibitory promiscuity	-	0.9729	97.29%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6031	60.31%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9028	90.28%
Skin irritation	-	0.5756	57.56%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	-	0.8354	83.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7308	73.08%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8881	88.81%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8548	85.48%
Acute Oral Toxicity (c)	III	0.7259	72.59%
Estrogen receptor binding	+	0.8212	82.12%
Androgen receptor binding	+	0.7385	73.85%
Thyroid receptor binding	+	0.5491	54.91%
Glucocorticoid receptor binding	+	0.7770	77.70%
Aromatase binding	+	0.6328	63.28%
PPAR gamma	+	0.8364	83.64%
Honey bee toxicity	-	0.6521	65.21%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5250	52.50%
Fish aquatic toxicity	+	0.9769	97.69%

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	98.50%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.90%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.66%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.67%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.60%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.83%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.74%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.14%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.55%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.76%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.69%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	86.34%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	83.01%	95.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.41%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.29%	89.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	81.37%	85.30%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.29%	97.33%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.17%	96.90%

Plants that contains it

• Amelanchier ovalis
• Anisodus tanguticus
• Aster ageratoides
• Calea pilosa
• Callerya cinerea
• Carlina acanthifolia
• Cineraria geifolia
• Delphinium cashmerianum
• Eriolarynx australis
• Guarea guidonia
• Gymnosporia acuminata
• Halocarpus biformis
• Heuchera cylindrica
• Lawrencella davenportii
• Mussaenda parviflora
• Nepeta multifida
• Osmanthus heterophyllus
• Petrorhagia dubia
• Pilocarpus spicatus
• Piper sanctum
• Plectranthus purpuratus
• Pluchea sagittalis
• Prunus lusitanica
• Ranunculus acris
• Senecio squalidus subsp. rupestris
• Stevia connata
• Tephrosia pumila
• Tephrosia vogelii
• Tetrapanax papyrifer
• Thaminophyllum multiflorum
• Vicia benghalensis
• Walsura tubulata

Cross-Links

• PubChem: 10819773
• NPASS: NPC242800
• LOTUS: LTS0067998
• wikiData: Q105235794