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

Details

• Internal ID: 18b4a493-4c53-4d79-a2f5-9b4cb1e04815
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3R,4S,5S,6R)-2-[[(1R,2S,4S,6S,7S,8S,9S,12S,13R,16S)-6,8-dihydroxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-en-16-yl]oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6(C(C5CC=C4C3)CC7C6(C(C(O7)(CCC(C)COC8C(C(C(C(O8)CO)O)O)O)O)C)O)C)C)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@H]3CC[C@@]4([C@H]5CC[C@]6([C@H]([C@@H]5CC=C4C3)C[C@H]7[C@@]6([C@@H]([C@@](O7)(CC[C@@H](C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)O)C)C)CO)O)O)O)O)O
• InChI: InChI=1S/C45H74O19/c1-19(18-58-39-36(54)34(52)31(49)27(16-46)61-39)8-13-44(56)21(3)45(57)29(64-44)15-26-24-7-6-22-14-23(9-11-42(22,4)25(24)10-12-43(26,45)5)60-41-38(35(53)32(50)28(17-47)62-41)63-40-37(55)33(51)30(48)20(2)59-40/h6,19-21,23-41,46-57H,7-18H2,1-5H3/t19-,20+,21-,23+,24-,25+,26+,27-,28-,29+,30+,31-,32-,33-,34+,35+,36-,37-,38-,39-,40+,41-,42+,43+,44+,45-/m1/s1
• InChI Key: RTRGAUMHSFKMOQ-FAQHXHHLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₄O₁₉
• Molecular Weight: 919.10 g/mol
• Exact Mass: 918.48243013 g/mol
• Topological Polar Surface Area (TPSA): 307.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -1.72
• H-Bond Acceptor: 19
• H-Bond Donor: 12
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7571	75.71%
Caco-2	-	0.8911	89.11%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8857	88.57%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8580	85.80%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7486	74.86%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.7017	70.17%
CYP3A4 substrate	+	0.7386	73.86%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8441	84.41%
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	+	0.7349	73.49%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9085	90.85%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.8500	85.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8295	82.95%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8750	87.50%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8788	87.88%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8374	83.74%
Androgen receptor binding	+	0.7596	75.96%
Thyroid receptor binding	-	0.4897	48.97%
Glucocorticoid receptor binding	+	0.6449	64.49%
Aromatase binding	+	0.6623	66.23%
PPAR gamma	+	0.7802	78.02%
Honey bee toxicity	-	0.6243	62.43%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
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	98.44%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.09%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	97.96%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.77%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.98%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	92.61%	94.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.90%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.41%	100.00%
CHEMBL2581	P07339	Cathepsin D	90.01%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.00%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.61%	94.45%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	89.18%	94.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.23%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.77%	95.89%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.69%	94.08%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.66%	96.61%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.12%	89.05%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.48%	98.05%
CHEMBL2996	Q05655	Protein kinase C delta	85.25%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.04%	89.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.83%	100.00%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	82.84%	98.46%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.18%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.81%	95.56%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.78%	92.86%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.65%	97.50%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.47%	95.71%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.35%	90.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162976581
• LOTUS: LTS0247342
• wikiData: Q105245352