(2R,3R,4S,5R,6R)-2-[(1S,2S,4S,4'S,5'R,6R,7S,8R,9S,12S,13R,14R,16R)-16-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4'-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: ae8ad5e1-ba14-407b-98d2-922336317737
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (2R,3R,4S,5R,6R)-2-[(1S,2S,4S,4'S,5'R,6R,7S,8R,9S,12S,13R,14R,16R)-16-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4'-hydroxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1COC2(CC1O)C(C3C(O2)CC4C3(CCC5C4CC=C6C5(C(CC(C6)OC7C(C(C(C(O7)CO)OC8C(C(CO8)(CO)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C
• SMILES (Isomeric): C[C@@H]1CO[C@@]2(C[C@@H]1O)[C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3(CC[C@H]5[C@H]4CC=C6[C@@]5([C@@H](C[C@@H](C6)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O[C@H]8[C@@H]([C@](CO8)(CO)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@H]([C@H](O9)C)O)O)O)C)C)C
• InChI: InChI=1S/C44H70O18/c1-18-15-56-44(13-26(18)47)19(2)30-27(62-44)12-25-23-7-6-21-10-22(58-39-35(52)33(50)36(28(14-45)59-39)61-40-37(53)43(54,16-46)17-55-40)11-29(42(21,5)24(23)8-9-41(25,30)4)60-38-34(51)32(49)31(48)20(3)57-38/h6,18-20,22-40,45-54H,7-17H2,1-5H3/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: ADGFVVFVCCXJMY-KNLDFHBASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₄H₇₀O₁₈
• Molecular Weight: 887.00 g/mol
• Exact Mass: 886.45621538 g/mol
• Topological Polar Surface Area (TPSA): 276.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -1.20
• H-Bond Acceptor: 18
• H-Bond Donor: 10
• Rotatable Bonds: 8

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	-	0.8853	88.53%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7376	73.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8643	86.43%
OATP1B3 inhibitior	+	0.8994	89.94%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.8036	80.36%
P-glycoprotein inhibitior	+	0.7315	73.15%
P-glycoprotein substrate	+	0.6783	67.83%
CYP3A4 substrate	+	0.7593	75.93%
CYP2C9 substrate	-	0.7915	79.15%
CYP2D6 substrate	-	0.8348	83.48%
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	+	0.8018	80.18%
CYP inhibitory promiscuity	-	0.9302	93.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5116	51.16%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9126	91.26%
Skin irritation	+	0.4929	49.29%
Skin corrosion	-	0.9426	94.26%
Ames mutagenesis	-	0.8170	81.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7856	78.56%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9214	92.14%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8247	82.47%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8119	81.19%
Androgen receptor binding	+	0.7494	74.94%
Thyroid receptor binding	-	0.5572	55.72%
Glucocorticoid receptor binding	-	0.4680	46.80%
Aromatase binding	+	0.6443	64.43%
PPAR gamma	+	0.7593	75.93%
Honey bee toxicity	-	0.5729	57.29%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
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
CHEMBL226	P30542	Adenosine A1 receptor	99.35%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.76%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	96.24%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.83%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.68%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.67%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.92%	92.94%
CHEMBL325	Q13547	Histone deacetylase 1	91.67%	95.92%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.63%	95.89%
CHEMBL1914	P06276	Butyrylcholinesterase	89.59%	95.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.47%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	88.67%	94.75%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.59%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.03%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.77%	86.92%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	85.02%	96.90%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	84.73%	98.46%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.63%	89.05%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.45%	97.53%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.04%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.83%	95.89%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	83.62%	98.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.91%	94.45%
CHEMBL2581	P07339	Cathepsin D	82.35%	98.95%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.89%	92.86%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.43%	97.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.12%	92.88%

Plants that contains it

• Dracaena surculosa

Cross-Links

• PubChem: 10533700
• LOTUS: LTS0119517
• wikiData: Q104909559