(2R,3R,4S,5S,6R)-2-[(2R)-4-[(1S,2S,4S,6R,7S,8S,9S,12S,13R,14R,16R)-6,16-dihydroxy-7,9,13-trimethyl-14-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: ac546d1d-b57e-476c-be24-90426235cc5c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2R)-4-[(1S,2S,4S,6R,7S,8S,9S,12S,13R,14R,16R)-6,16-dihydroxy-7,9,13-trimethyl-14-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-6-yl]-2-methylbutoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)O)OC6C(C(C(C(O6)CO)O)O)O)C)C)OC1(CCC(C)COC7C(C(C(C(O7)CO)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]2[C@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4([C@@H](C[C@@H](C5)O)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O)C)C)O[C@@]1(CC[C@@H](C)CO[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O
• InChI: InChI=1S/C39H64O15/c1-17(16-50-35-33(47)31(45)29(43)25(14-40)51-35)7-10-39(49)18(2)28-24(54-39)13-23-21-6-5-19-11-20(42)12-27(38(19,4)22(21)8-9-37(23,28)3)53-36-34(48)32(46)30(44)26(15-41)52-36/h5,17-18,20-36,40-49H,6-16H2,1-4H3/t17-,18+,20-,21-,22+,23+,24+,25-,26-,27-,28-,29-,30+,31+,32+,33-,34-,35-,36+,37+,38+,39-/m1/s1
• InChI Key: NSNUSRJUPCLYHS-JEFDXSNMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₄O₁₅
• Molecular Weight: 772.90 g/mol
• Exact Mass: 772.42452133 g/mol
• Topological Polar Surface Area (TPSA): 248.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.71
• H-Bond Acceptor: 15
• H-Bond Donor: 10
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7571	75.71%
Caco-2	-	0.8848	88.48%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	0.8670	86.70%
OATP1B1 inhibitior	+	0.8726	87.26%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.6352	63.52%
P-glycoprotein inhibitior	+	0.7215	72.15%
P-glycoprotein substrate	+	0.6142	61.42%
CYP3A4 substrate	+	0.7485	74.85%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8336	83.36%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9343	93.43%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.6714	67.14%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9161	91.61%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7714	77.14%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7050	70.50%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7595	75.95%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.7813	78.13%
Androgen receptor binding	+	0.6999	69.99%
Thyroid receptor binding	-	0.6241	62.41%
Glucocorticoid receptor binding	-	0.4816	48.16%
Aromatase binding	+	0.6817	68.17%
PPAR gamma	+	0.7008	70.08%
Honey bee toxicity	-	0.6221	62.21%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9176	91.76%

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	98.29%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.00%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.38%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.57%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.54%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	90.73%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.55%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.45%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.24%	96.61%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.23%	92.86%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.03%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.00%	86.33%
CHEMBL2581	P07339	Cathepsin D	86.92%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.63%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.68%	89.05%
CHEMBL242	Q92731	Estrogen receptor beta	85.40%	98.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.36%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	85.08%	97.79%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.35%	98.46%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.11%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.96%	97.14%
CHEMBL4581	P52732	Kinesin-like protein 1	83.73%	93.18%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.75%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.25%	92.50%
CHEMBL3401	O75469	Pregnane X receptor	81.93%	94.73%

Plants that contains it

• Allium nutans

Cross-Links

• PubChem: 163075524
• LOTUS: LTS0068235
• wikiData: Q105185158