Pumilaside B

Details

• Internal ID: 2634d37e-a5e4-46c0-a21e-c1777af22e06
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1aR,3aS,4S,7S,7aS,7bR)-7-hydroxy-1,1,3a,7-tetramethyl-1a,2,3,4,5,6,7a,7b-octahydrocyclopropa[a]naphthalen-4-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(C2C1C3C(CC2)(C(CCC3(C)O)OC4C(C(C(C(O4)CO)O)O)O)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H]3[C@H]([C@@H]1[C@@](CC[C@@H]2O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)(C)O)C3(C)C
• InChI: InChI=1S/C21H36O7/c1-19(2)10-5-7-20(3)12(6-8-21(4,26)17(20)13(10)19)28-18-16(25)15(24)14(23)11(9-22)27-18/h10-18,22-26H,5-9H2,1-4H3/t10-,11-,12+,13-,14-,15+,16-,17+,18+,20-,21+/m1/s1
• InChI Key: CZHMUNBSEZSORM-IUFBKUIWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₆O₇
• Molecular Weight: 400.50 g/mol
• Exact Mass: 400.24610348 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.40
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 3

Synonyms

• (2R,3R,4S,5S,6R)-2-[[(1aR,3aS,4S,7S,7aS,7bR)-7-hydroxy-1,1,3a,7-tetramethyl-1a,2,3,4,5,6,7a,7b-octahydrocyclopropa[a]naphthalen-4-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6359	63.59%
Caco-2	-	0.7813	78.13%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6514	65.14%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.9000	90.00%
OATP1B3 inhibitior	+	0.8824	88.24%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7042	70.42%
BSEP inhibitior	-	0.9439	94.39%
P-glycoprotein inhibitior	-	0.7710	77.10%
P-glycoprotein substrate	-	0.9281	92.81%
CYP3A4 substrate	+	0.6765	67.65%
CYP2C9 substrate	-	0.7983	79.83%
CYP2D6 substrate	-	0.8352	83.52%
CYP3A4 inhibition	-	0.8433	84.33%
CYP2C9 inhibition	-	0.7439	74.39%
CYP2C19 inhibition	-	0.8279	82.79%
CYP2D6 inhibition	-	0.9532	95.32%
CYP1A2 inhibition	-	0.7969	79.69%
CYP2C8 inhibition	-	0.6695	66.95%
CYP inhibitory promiscuity	-	0.9623	96.23%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7483	74.83%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9605	96.05%
Skin irritation	-	0.7219	72.19%
Skin corrosion	-	0.9503	95.03%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6672	66.72%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.7891	78.91%
skin sensitisation	-	0.8966	89.66%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6161	61.61%
Acute Oral Toxicity (c)	III	0.4935	49.35%
Estrogen receptor binding	+	0.5919	59.19%
Androgen receptor binding	+	0.5889	58.89%
Thyroid receptor binding	+	0.7072	70.72%
Glucocorticoid receptor binding	+	0.5478	54.78%
Aromatase binding	+	0.7097	70.97%
PPAR gamma	+	0.6757	67.57%
Honey bee toxicity	-	0.7633	76.33%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8463	84.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.88%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	95.01%	95.93%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.90%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.73%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.67%	91.11%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.86%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.44%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.47%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.33%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.56%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.37%	95.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.78%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	83.41%	98.10%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.05%	97.47%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.90%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.71%	92.94%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.54%	95.83%
CHEMBL1871	P10275	Androgen Receptor	80.78%	96.43%
CHEMBL5255	O00206	Toll-like receptor 4	80.78%	92.50%

Plants that contains it

• Ficus pumila

Cross-Links

• PubChem: 10621011
• LOTUS: LTS0263394
• wikiData: Q104972800