Porsapogenin 5

Details

• Internal ID: b795b801-9e46-45f4-850a-e6bc8218165d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (1R,2R,4S,5R,8R,10S,13R,14R,18S,21S)-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]-4,5-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-hydroxy-4,5,9,9,13,20,20-heptamethyl-22-oxahexacyclo[19.2.1.01,18.04,17.05,14.08,13]tetracos-16-en-23-one
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3CCC4(C(C3(C)C)CCC5(C4CC=C6C5(CC(C78C6CC(C(C7)OC8=O)(C)C)O)C)C)C)OC9C(C(C(C(O9)CO)O)O)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@]78[C@H]6CC([C@H](C7)OC8=O)(C)C)O)C)C)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O
• InChI: InChI=1S/C53H84O22/c1-21-32(57)37(62)41(74-43-39(64)33(58)24(55)19-67-43)45(69-21)68-20-26-35(60)38(63)42(75-44-40(65)36(61)34(59)25(18-54)70-44)46(71-26)72-30-12-13-50(6)27(49(30,4)5)11-14-51(7)28(50)10-9-22-23-15-48(2,3)31-17-53(23,47(66)73-31)29(56)16-52(22,51)8/h9,21,23-46,54-65H,10-20H2,1-8H3/t21-,23+,24-,25-,26-,27+,28-,29-,30+,31+,32+,33+,34-,35-,36+,37+,38+,39-,40-,41-,42-,43+,44+,45-,46+,50+,51-,52-,53-/m1/s1
• InChI Key: DYJFZMKQOTZRIY-UXVYOMMZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₄O₂₂
• Molecular Weight: 1073.20 g/mol
• Exact Mass: 1072.54542430 g/mol
• Topological Polar Surface Area (TPSA): 343.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -1.38
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

• CHEMBL525986

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8586	85.86%
Caco-2	-	0.8869	88.69%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8215	82.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7516	75.16%
OATP1B3 inhibitior	+	0.8221	82.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.8461	84.61%
P-glycoprotein inhibitior	+	0.7482	74.82%
P-glycoprotein substrate	+	0.5429	54.29%
CYP3A4 substrate	+	0.7410	74.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8573	85.73%
CYP3A4 inhibition	-	0.9171	91.71%
CYP2C9 inhibition	-	0.7991	79.91%
CYP2C19 inhibition	-	0.8858	88.58%
CYP2D6 inhibition	-	0.9311	93.11%
CYP1A2 inhibition	-	0.8866	88.66%
CYP2C8 inhibition	+	0.7369	73.69%
CYP inhibitory promiscuity	-	0.9387	93.87%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5456	54.56%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9024	90.24%
Skin irritation	-	0.5495	54.95%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7289	72.89%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8941	89.41%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8805	88.05%
Acute Oral Toxicity (c)	III	0.6073	60.73%
Estrogen receptor binding	+	0.8078	80.78%
Androgen receptor binding	+	0.7459	74.59%
Thyroid receptor binding	+	0.5339	53.39%
Glucocorticoid receptor binding	+	0.7511	75.11%
Aromatase binding	+	0.6407	64.07%
PPAR gamma	+	0.8042	80.42%
Honey bee toxicity	-	0.6378	63.78%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9614	96.14%

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	97.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.99%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.56%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	92.75%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.34%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	91.10%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.81%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.80%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.50%	86.33%
CHEMBL1871	P10275	Androgen Receptor	89.96%	96.43%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.83%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.18%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.74%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.43%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.99%	96.21%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.91%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.65%	96.61%
CHEMBL5255	O00206	Toll-like receptor 4	83.54%	92.50%
CHEMBL2581	P07339	Cathepsin D	83.44%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.55%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.40%	94.45%

Plants that contains it

• Albizia julibrissin

Cross-Links

• PubChem: 44566620
• NPASS: NPC207738
• LOTUS: LTS0195665
• wikiData: Q104991391