[4,5-Dihydroxy-2-[[4-hydroxy-3a-(hydroxymethyl)-1-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl]oxy]-6-(hydroxymethyl)oxan-3-yl] hydrogen sulfate

Details

• Internal ID: 370afdbd-21f2-49fe-93a7-9a6931edeca9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [4,5-dihydroxy-2-[[4-hydroxy-3a-(hydroxymethyl)-1-(2-hydroxypropan-2-yl)-5a,5b,8,8,11a-pentamethyl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysen-9-yl]oxy]-6-(hydroxymethyl)oxan-3-yl] hydrogen sulfate
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)OS(=O)(=O)O)C)CCC5C3(CC(C6(C5C(CC6)C(C)(C)O)CO)O)C)C)C
• SMILES (Isomeric): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)CO)O)O)OS(=O)(=O)O)C)CCC5C3(CC(C6(C5C(CC6)C(C)(C)O)CO)O)C)C)C
• InChI: InChI=1S/C36H62O12S/c1-31(2)22-11-14-34(6)23(9-8-20-26-19(32(3,4)42)10-15-36(26,18-38)24(39)16-35(20,34)7)33(22,5)13-12-25(31)47-30-29(48-49(43,44)45)28(41)27(40)21(17-37)46-30/h19-30,37-42H,8-18H2,1-7H3,(H,43,44,45)
• InChI Key: JXIIXJROIUGROV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₆₂O₁₂S
• Molecular Weight: 718.90 g/mol
• Exact Mass: 718.39619858 g/mol
• Topological Polar Surface Area (TPSA): 212.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 2.81
• H-Bond Acceptor: 11
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6985	69.85%
Caco-2	-	0.8665	86.65%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.4362	43.62%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8390	83.90%
OATP1B3 inhibitior	+	0.9256	92.56%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8832	88.32%
P-glycoprotein inhibitior	+	0.7364	73.64%
P-glycoprotein substrate	-	0.6710	67.10%
CYP3A4 substrate	+	0.7404	74.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8560	85.60%
CYP3A4 inhibition	-	0.8798	87.98%
CYP2C9 inhibition	-	0.7939	79.39%
CYP2C19 inhibition	-	0.7372	73.72%
CYP2D6 inhibition	-	0.8876	88.76%
CYP1A2 inhibition	-	0.7571	75.71%
CYP2C8 inhibition	+	0.6555	65.55%
CYP inhibitory promiscuity	-	0.9404	94.04%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.5900	59.00%
Carcinogenicity (trinary)	Non-required	0.6264	62.64%
Eye corrosion	-	0.9705	97.05%
Eye irritation	-	0.9075	90.75%
Skin irritation	-	0.7661	76.61%
Skin corrosion	-	0.8895	88.95%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7039	70.39%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5663	56.63%
skin sensitisation	-	0.8465	84.65%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9401	94.01%
Acute Oral Toxicity (c)	III	0.5886	58.86%
Estrogen receptor binding	+	0.6181	61.81%
Androgen receptor binding	+	0.7622	76.22%
Thyroid receptor binding	-	0.5826	58.26%
Glucocorticoid receptor binding	+	0.5951	59.51%
Aromatase binding	+	0.6433	64.33%
PPAR gamma	+	0.6687	66.87%
Honey bee toxicity	-	0.6054	60.54%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9613	96.13%

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	93.90%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.19%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	92.78%	95.93%
CHEMBL2581	P07339	Cathepsin D	92.55%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.37%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.54%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.24%	97.09%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	88.87%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.28%	92.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.78%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	86.56%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.41%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.27%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.54%	97.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.70%	92.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.63%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.54%	93.04%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.83%	96.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.79%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.67%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.94%	96.21%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.46%	95.83%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.37%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.35%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.75%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.58%	86.92%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.34%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	81.00%	85.31%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.40%	94.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.34%	96.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.29%	96.77%
CHEMBL1871	P10275	Androgen Receptor	80.16%	96.43%

Plants that contains it

• Arenaria filicaulis

Cross-Links

• PubChem: 162853279
• LOTUS: LTS0184981
• wikiData: Q104667999