Pulsatiloside A

Details

• Internal ID: 0da5dbe2-0eb3-4095-b832-10c240a5f4e0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1R,3aS,5aR,5bR,7aR,8R,9S,11aR,11bR,13aR,13bR)-8-(hydroxymethyl)-5a,5b,8,11a-tetramethyl-1-prop-1-en-2-yl-9-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
• SMILES (Canonical): CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)CO)OC6C(C(C(CO6)O)O)O)C)C(=O)O
• SMILES (Isomeric): CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H]([C@@]([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)CO)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O)O)C)C(=O)O
• InChI: InChI=1S/C35H56O8/c1-19(2)20-9-14-35(30(40)41)16-15-33(5)21(26(20)35)7-8-24-31(3)12-11-25(43-29-28(39)27(38)22(37)17-42-29)32(4,18-36)23(31)10-13-34(24,33)6/h20-29,36-39H,1,7-18H2,2-6H3,(H,40,41)/t20-,21+,22-,23+,24+,25-,26+,27-,28+,29-,31-,32-,33+,34+,35-/m0/s1
• InChI Key: LWHTTZZSZRSEDN-YZUAGKRNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₆O₈
• Molecular Weight: 604.80 g/mol
• Exact Mass: 604.39751874 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.53
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7504	75.04%
Caco-2	-	0.8376	83.76%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7227	72.27%
OATP2B1 inhibitior	-	0.5744	57.44%
OATP1B1 inhibitior	+	0.8878	88.78%
OATP1B3 inhibitior	+	0.8701	87.01%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7526	75.26%
BSEP inhibitior	-	0.8178	81.78%
P-glycoprotein inhibitior	+	0.5849	58.49%
P-glycoprotein substrate	-	0.5545	55.45%
CYP3A4 substrate	+	0.7221	72.21%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.8945	89.45%
CYP2C9 inhibition	-	0.8823	88.23%
CYP2C19 inhibition	-	0.8666	86.66%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.8533	85.33%
CYP2C8 inhibition	+	0.6792	67.92%
CYP inhibitory promiscuity	-	0.9450	94.50%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7241	72.41%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9218	92.18%
Skin irritation	+	0.5160	51.60%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7623	76.23%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7684	76.84%
skin sensitisation	-	0.9110	91.10%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6508	65.08%
Acute Oral Toxicity (c)	I	0.4808	48.08%
Estrogen receptor binding	+	0.6434	64.34%
Androgen receptor binding	+	0.7519	75.19%
Thyroid receptor binding	-	0.5759	57.59%
Glucocorticoid receptor binding	+	0.5592	55.92%
Aromatase binding	+	0.6604	66.04%
PPAR gamma	+	0.5795	57.95%
Honey bee toxicity	-	0.7123	71.23%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9654	96.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL204	P00734	Thrombin	92.37%	96.01%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.97%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.72%	96.38%
CHEMBL4040	P28482	MAP kinase ERK2	91.62%	83.82%
CHEMBL233	P35372	Mu opioid receptor	89.12%	97.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.63%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.86%	94.45%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	86.28%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.07%	91.19%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	86.03%	87.16%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.90%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.50%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.47%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.38%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.38%	96.77%
CHEMBL2581	P07339	Cathepsin D	85.07%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.76%	86.33%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	84.27%	85.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.19%	95.89%
CHEMBL5028	O14672	ADAM10	83.07%	97.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.81%	82.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.44%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.34%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.98%	92.62%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.91%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.51%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.21%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.61%	92.86%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.57%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.54%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.53%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.52%	90.71%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.04%	97.33%

Plants that contains it

• Pulsatilla campanella
• Pulsatilla chinensis

Cross-Links

• PubChem: 10817455
• NPASS: NPC253557
• LOTUS: LTS0174023
• wikiData: Q105158309