[(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-6-hydroxy-14-[(2S,3R,4R,5S)-4-hydroxy-5-sulfooxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-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] hydrogen sulfate

Details

• Internal ID: c193e14f-8d6c-469b-afd2-79de6440943d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(1S,2S,4S,6R,7S,8R,9S,12S,13R,14R,16R)-6-hydroxy-14-[(2S,3R,4R,5S)-4-hydroxy-5-sulfooxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-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] hydrogen sulfate
• SMILES (Canonical): CC1C2C(CC3C2(CCC4C3CC=C5C4(C(CC(C5)OS(=O)(=O)O)OC6C(C(C(CO6)OS(=O)(=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)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)OS(=O)(=O)O)O[C@H]6[C@@H]([C@H]([C@H](CO6)OS(=O)(=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)O
• InChI: InChI=1S/C44H72O24S2/c1-18(16-60-39-36(51)35(50)32(47)27(15-45)63-39)8-11-44(53)19(2)30-26(66-44)14-25-23-7-6-21-12-22(67-69(54,55)56)13-29(43(21,5)24(23)9-10-42(25,30)4)64-41-38(33(48)28(17-61-41)68-70(57,58)59)65-40-37(52)34(49)31(46)20(3)62-40/h6,18-20,22-41,45-53H,7-17H2,1-5H3,(H,54,55,56)(H,57,58,59)/t18-,19+,20+,22-,23-,24+,25+,26+,27-,28+,29-,30+,31+,32-,33+,34-,35+,36-,37-,38-,39-,40+,41+,42+,43+,44-/m1/s1
• InChI Key: DJRRSPXHTPHMBM-NKZGMODOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₂O₂₄S₂
• Molecular Weight: 1049.20 g/mol
• Exact Mass: 1048.38549551 g/mol
• Topological Polar Surface Area (TPSA): 391.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.57
• H-Bond Acceptor: 22
• H-Bond Donor: 11
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8092	80.92%
Caco-2	-	0.8756	87.56%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.4852	48.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8421	84.21%
OATP1B3 inhibitior	+	0.9326	93.26%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6771	67.71%
BSEP inhibitior	+	0.9562	95.62%
P-glycoprotein inhibitior	+	0.7488	74.88%
P-glycoprotein substrate	+	0.7449	74.49%
CYP3A4 substrate	+	0.7609	76.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8516	85.16%
CYP3A4 inhibition	-	0.8294	82.94%
CYP2C9 inhibition	-	0.7656	76.56%
CYP2C19 inhibition	-	0.7252	72.52%
CYP2D6 inhibition	-	0.8709	87.09%
CYP1A2 inhibition	-	0.7468	74.68%
CYP2C8 inhibition	+	0.7616	76.16%
CYP inhibitory promiscuity	-	0.8878	88.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5800	58.00%
Carcinogenicity (trinary)	Non-required	0.5258	52.58%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.9032	90.32%
Skin irritation	-	0.7370	73.70%
Skin corrosion	-	0.9080	90.80%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7414	74.14%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.8439	84.39%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9105	91.05%
Acute Oral Toxicity (c)	III	0.5719	57.19%
Estrogen receptor binding	+	0.8302	83.02%
Androgen receptor binding	+	0.7241	72.41%
Thyroid receptor binding	+	0.5189	51.89%
Glucocorticoid receptor binding	+	0.7436	74.36%
Aromatase binding	+	0.6059	60.59%
PPAR gamma	+	0.8239	82.39%
Honey bee toxicity	-	0.5811	58.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9828	98.28%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	98.84%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.60%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.55%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	95.22%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.98%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.40%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.09%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.92%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.97%	93.56%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	90.74%	98.46%
CHEMBL1937	Q92769	Histone deacetylase 2	90.22%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.11%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.88%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	89.85%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.76%	96.00%
CHEMBL333	P08253	Matrix metalloproteinase-2	88.06%	96.31%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.39%	92.86%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.49%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	86.38%	92.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.10%	94.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.98%	96.90%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.13%	89.67%
CHEMBL4581	P52732	Kinesin-like protein 1	85.09%	93.18%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.76%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.23%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.80%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.64%	92.88%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.24%	92.94%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.64%	85.31%
CHEMBL5028	O14672	ADAM10	82.03%	97.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.37%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.55%	92.78%
CHEMBL340	P08684	Cytochrome P450 3A4	80.27%	91.19%

Plants that contains it

• Ruscus colchicus

Cross-Links

• PubChem: 163057995
• LOTUS: LTS0099584
• wikiData: Q104982673