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

Details

• Internal ID: e2031b37-768d-421e-bf5c-bb3b85bed364
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[[(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-6-methoxy-7,9,13-trimethyl-6-[(3S)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-14-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)OC6C(C(C(C(O6)C)O)O)O)OC7C(C(C(C(O7)C)O)O)O)C)C)OC1(CCC(C)COC8C(C(C(C(O8)CO)O)O)O)OC
• 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[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)O)O)O)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)C)O)O)O)C)C)O[C@@]1(CC[C@H](C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)OC
• InChI: InChI=1S/C46H76O18/c1-19(18-58-41-38(54)37(53)34(50)29(17-47)62-41)10-13-46(57-7)20(2)31-28(64-46)16-27-25-9-8-23-14-24(61-42-39(55)35(51)32(48)21(3)59-42)15-30(45(23,6)26(25)11-12-44(27,31)5)63-43-40(56)36(52)33(49)22(4)60-43/h8,19-22,24-43,47-56H,9-18H2,1-7H3/t19-,20-,21-,22+,24+,25+,26-,27-,28-,29+,30+,31-,32-,33-,34+,35+,36-,37-,38+,39+,40+,41+,42-,43-,44-,45-,46+/m0/s1
• InChI Key: DREADZZMWCBWPA-NGGLJIRASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₆O₁₈
• Molecular Weight: 917.10 g/mol
• Exact Mass: 916.50316557 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.18
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7087	70.87%
Caco-2	-	0.8864	88.64%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7516	75.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8646	86.46%
OATP1B3 inhibitior	+	0.9050	90.50%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6821	68.21%
P-glycoprotein inhibitior	+	0.7485	74.85%
P-glycoprotein substrate	+	0.6534	65.34%
CYP3A4 substrate	+	0.7472	74.72%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9573	95.73%
CYP2C9 inhibition	-	0.9148	91.48%
CYP2C19 inhibition	-	0.8976	89.76%
CYP2D6 inhibition	-	0.9364	93.64%
CYP1A2 inhibition	-	0.8921	89.21%
CYP2C8 inhibition	+	0.7255	72.55%
CYP inhibitory promiscuity	-	0.8927	89.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5259	52.59%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9110	91.10%
Skin irritation	-	0.6120	61.20%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8315	83.15%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.9159	91.59%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8422	84.22%
Acute Oral Toxicity (c)	I	0.4621	46.21%
Estrogen receptor binding	+	0.8086	80.86%
Androgen receptor binding	+	0.7275	72.75%
Thyroid receptor binding	-	0.5551	55.51%
Glucocorticoid receptor binding	+	0.6278	62.78%
Aromatase binding	+	0.6684	66.84%
PPAR gamma	+	0.7663	76.63%
Honey bee toxicity	-	0.6158	61.58%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.8970	89.70%

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	98.71%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.06%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	96.82%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.21%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.76%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.98%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.40%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.26%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.17%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.51%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.33%	93.56%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	87.87%	98.46%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.90%	94.08%
CHEMBL1937	Q92769	Histone deacetylase 2	86.86%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	85.70%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.99%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.90%	97.25%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.87%	89.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.53%	92.94%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.19%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.72%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.64%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.85%	99.17%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.31%	92.86%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.81%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.68%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.17%	85.14%

Plants that contains it

• Nolina microcarpa
• Rhodiola rosea

Cross-Links

• PubChem: 21630159
• NPASS: NPC229397
• LOTUS: LTS0058363
• wikiData: Q104987352