(-)-Pursaethoside D

Details

• Internal ID: 37a29b31-93e4-4fde-bc4a-6a300590cfe4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-5-[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-6-(hydroxymethyl)oxan-2-yl] (4aR,5S,6R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-5-hydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-[[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-5,6-dihydroxy-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
• InChI: InChI=1S/C64H103NO31/c1-26(69)65-36-44(94-52-41(76)38(73)30(71)20-86-52)39(74)32(21-87-51-40(75)37(72)29(70)19-85-51)91-50(36)92-35-12-13-59(6)33(58(35,4)5)11-14-60(7)34(59)10-9-27-28-17-57(2,3)15-16-64(28,47(79)46(78)61(27,60)8)56(82)96-53-45(95-55-49(81)63(84,23-68)25-89-55)42(77)43(31(18-66)90-53)93-54-48(80)62(83,22-67)24-88-54/h9,28-55,66-68,70-81,83-84H,10-25H2,1-8H3,(H,65,69)/t28-,29-,30+,31+,32+,33-,34+,35-,36+,37-,38-,39+,40+,41+,42-,43+,44+,45+,46-,47+,48-,49-,50-,51-,52-,53-,54+,55-,59-,60+,61-,62+,63+,64+/m0/s1
• InChI Key: LYLWZPIVCDQKOU-ZIBZWYIQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₄H₁₀₃NO₃₁
• Molecular Weight: 1382.50 g/mol
• Exact Mass: 1381.6514055 g/mol
• Topological Polar Surface Area (TPSA): 501.00 Ų
• XlogP: -4.10
• Atomic LogP (AlogP): -5.74
• H-Bond Acceptor: 31
• H-Bond Donor: 18
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6835	68.35%
Caco-2	-	0.8627	86.27%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7459	74.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7701	77.01%
OATP1B3 inhibitior	+	0.9147	91.47%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9760	97.60%
P-glycoprotein inhibitior	+	0.7433	74.33%
P-glycoprotein substrate	+	0.6840	68.40%
CYP3A4 substrate	+	0.7539	75.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8736	87.36%
CYP3A4 inhibition	-	0.8934	89.34%
CYP2C9 inhibition	-	0.8847	88.47%
CYP2C19 inhibition	-	0.8986	89.86%
CYP2D6 inhibition	-	0.9432	94.32%
CYP1A2 inhibition	-	0.9059	90.59%
CYP2C8 inhibition	+	0.7803	78.03%
CYP inhibitory promiscuity	-	0.8193	81.93%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Danger	0.4535	45.35%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8969	89.69%
Skin irritation	-	0.6970	69.70%
Skin corrosion	-	0.9249	92.49%
Ames mutagenesis	-	0.5470	54.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7675	76.75%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.6584	65.84%
skin sensitisation	-	0.8553	85.53%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.5557	55.57%
Acute Oral Toxicity (c)	III	0.6762	67.62%
Estrogen receptor binding	+	0.6714	67.14%
Androgen receptor binding	+	0.7652	76.52%
Thyroid receptor binding	+	0.7009	70.09%
Glucocorticoid receptor binding	+	0.8136	81.36%
Aromatase binding	+	0.7084	70.84%
PPAR gamma	+	0.8076	80.76%
Honey bee toxicity	-	0.6479	64.79%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.9407	94.07%

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	99.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.61%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.57%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.95%	94.45%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	92.31%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.91%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.86%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.71%	100.00%
CHEMBL2581	P07339	Cathepsin D	89.50%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.95%	89.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.95%	95.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.09%	97.25%
CHEMBL5028	O14672	ADAM10	86.39%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	85.88%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	85.72%	92.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.48%	96.90%
CHEMBL3401	O75469	Pregnane X receptor	85.15%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.07%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.80%	97.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.67%	96.61%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.56%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.27%	91.07%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.21%	95.83%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.98%	86.92%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.86%	97.36%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.59%	95.71%
CHEMBL4581	P52732	Kinesin-like protein 1	82.06%	93.18%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.15%	95.89%
CHEMBL5957	P21589	5'-nucleotidase	80.77%	97.78%
CHEMBL1871	P10275	Androgen Receptor	80.57%	96.43%

Plants that contains it

• Entada rheedii

Cross-Links

• PubChem: 163104989
• LOTUS: LTS0163848
• wikiData: Q105159416