[(3S,4S,4aR,6aR,6aR,6bR,8aR,12R,12aS,14aR,14bR)-8a-(hydroxymethyl)-4,6a,6b,12,14b-pentamethyl-11-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,4a,5,6,6a,7,8,9,12,12a,13,14,14a-tetradecahydro-1H-picen-4-yl]methyl hydrogen sulfate

Details

• Internal ID: cbfd241b-3a6f-4021-a03b-d8e74f8ed278
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(3S,4S,4aR,6aR,6aR,6bR,8aR,12R,12aS,14aR,14bR)-8a-(hydroxymethyl)-4,6a,6b,12,14b-pentamethyl-11-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,4a,5,6,6a,7,8,9,12,12a,13,14,14a-tetradecahydro-1H-picen-4-yl]methyl hydrogen sulfate
• SMILES (Canonical): CC1C2C3CCC4C5(CCC(C(C5CCC4(C3(CCC2(CC=C1COC6C(C(C(C(O6)CO)O)O)O)CO)C)C)(C)COS(=O)(=O)O)OC7C(C(C(CO7)O)O)O)C
• SMILES (Isomeric): C[C@@H]1[C@H]2[C@H]3CC[C@@H]4[C@]5(CC[C@@H]([C@]([C@@H]5CC[C@]4([C@@]3(CC[C@]2(CC=C1CO[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)CO)C)C)(C)COS(=O)(=O)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)C
• InChI: InChI=1S/C41H68O16S/c1-21-22(17-53-35-34(49)32(47)31(46)25(16-42)56-35)8-13-41(19-43)15-14-39(4)23(29(21)41)6-7-27-37(2)11-10-28(57-36-33(48)30(45)24(44)18-54-36)38(3,20-55-58(50,51)52)26(37)9-12-40(27,39)5/h8,21,23-36,42-49H,6-7,9-20H2,1-5H3,(H,50,51,52)/t21-,23+,24+,25+,26+,27+,28-,29-,30-,31+,32-,33+,34+,35+,36-,37-,38+,39+,40+,41+/m0/s1
• InChI Key: RBHJQJQPNRFRHI-QMSCAUGJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₈O₁₆S
• Molecular Weight: 849.00 g/mol
• Exact Mass: 848.42280725 g/mol
• Topological Polar Surface Area (TPSA): 271.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.06
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6969	69.69%
Caco-2	-	0.8812	88.12%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.4570	45.70%
OATP2B1 inhibitior	-	0.8693	86.93%
OATP1B1 inhibitior	+	0.8340	83.40%
OATP1B3 inhibitior	+	0.9229	92.29%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6771	67.71%
BSEP inhibitior	+	0.8386	83.86%
P-glycoprotein inhibitior	+	0.7466	74.66%
P-glycoprotein substrate	+	0.5654	56.54%
CYP3A4 substrate	+	0.7466	74.66%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8504	85.04%
CYP3A4 inhibition	-	0.8631	86.31%
CYP2C9 inhibition	-	0.7722	77.22%
CYP2C19 inhibition	-	0.7255	72.55%
CYP2D6 inhibition	-	0.8728	87.28%
CYP1A2 inhibition	-	0.7468	74.68%
CYP2C8 inhibition	+	0.7645	76.45%
CYP inhibitory promiscuity	-	0.9331	93.31%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6100	61.00%
Carcinogenicity (trinary)	Non-required	0.5922	59.22%
Eye corrosion	-	0.9785	97.85%
Eye irritation	-	0.9077	90.77%
Skin irritation	-	0.7524	75.24%
Skin corrosion	-	0.9071	90.71%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7678	76.78%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.6819	68.19%
skin sensitisation	-	0.8356	83.56%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6482	64.82%
Acute Oral Toxicity (c)	III	0.5862	58.62%
Estrogen receptor binding	+	0.7337	73.37%
Androgen receptor binding	+	0.7583	75.83%
Thyroid receptor binding	-	0.6103	61.03%
Glucocorticoid receptor binding	+	0.6479	64.79%
Aromatase binding	+	0.6293	62.93%
PPAR gamma	+	0.7464	74.64%
Honey bee toxicity	-	0.6499	64.99%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9748	97.48%

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	96.64%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.68%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.11%	96.61%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.50%	92.94%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.42%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.43%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.14%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.30%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.23%	94.00%
CHEMBL2581	P07339	Cathepsin D	89.27%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.09%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.44%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.15%	92.88%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.69%	97.53%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.79%	95.83%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.57%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	84.94%	94.75%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.90%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.82%	97.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.13%	86.92%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.68%	95.00%
CHEMBL3401	O75469	Pregnane X receptor	80.88%	94.73%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.73%	91.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.56%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.37%	95.89%

Plants that contains it

• Zygophyllum fabago

Cross-Links

• PubChem: 44130140
• LOTUS: LTS0061775
• wikiData: Q105233123