[(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-2-[(1S,2S,3'S,4S,4'S,5'R,6S,7S,8R,9S,10R,12S,13R,14R,16R)-3',10,16-trihydroxy-5',7,9,13-tetramethyl-4'-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxyoxan-3-yl]oxy-2-methyloxan-3-yl] acetate

Details

• Internal ID: 734e5f79-adff-4d51-81f9-80a35e96ae9e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [(2S,3R,4S,5R,6S)-4,5-dihydroxy-6-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-2-[(1S,2S,3'S,4S,4'S,5'R,6S,7S,8R,9S,10R,12S,13R,14R,16R)-3',10,16-trihydroxy-5',7,9,13-tetramethyl-4'-[(2S,3R,4R,5R,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-14-yl]oxyoxan-3-yl]oxy-2-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1COC2(C(C3C(O2)CC4C3(C(CC5C4CC=C6C5(C(CC(C6)O)OC7C(C(C(C(O7)CO)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)C)OC(=O)C)O)O)C)O)C)C)C(C1OC1C(C(C(C(O1)C)O)O)O)O
• SMILES (Isomeric): C[C@@H]1CO[C@]2([C@H]([C@H]3[C@@H](O2)C[C@@H]4[C@@]3([C@@H](C[C@H]5[C@H]4CC=C6[C@@]5([C@@H](C[C@@H](C6)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)OC(=O)C)O)O)C)O)C)C)[C@H]([C@H]1O[C@H]1[C@@H]([C@@H]([C@H]([C@H](O1)C)O)O)O)O
• InChI: InChI=1S/C52H82O25/c1-17-15-68-52(45(66)41(17)74-47-39(64)36(61)33(58)19(3)69-47)18(2)32-28(77-52)12-25-24-9-8-22-10-23(55)11-31(50(22,6)26(24)13-30(57)51(25,32)7)73-49-44(76-48-40(65)37(62)42(20(4)70-48)71-21(5)54)43(35(60)29(14-53)72-49)75-46-38(63)34(59)27(56)16-67-46/h8,17-20,23-49,53,55-66H,9-16H2,1-7H3/t17-,18+,19-,20+,23-,24+,25+,26+,27-,28+,29-,30-,31-,32+,33+,34+,35-,36-,37+,38-,39-,40-,41+,42+,43+,44-,45+,46+,47+,48+,49+,50+,51-,52+/m1/s1
• InChI Key: FXYWXZPTWDOQFS-CFWAMMIOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₂O₂₅
• Molecular Weight: 1107.20 g/mol
• Exact Mass: 1106.51451810 g/mol
• Topological Polar Surface Area (TPSA): 382.00 Ų
• XlogP: -3.30
• Atomic LogP (AlogP): -3.84
• H-Bond Acceptor: 25
• H-Bond Donor: 13
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8400	84.00%
Caco-2	-	0.8845	88.45%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7657	76.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8318	83.18%
OATP1B3 inhibitior	+	0.9033	90.33%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8607	86.07%
P-glycoprotein inhibitior	+	0.7460	74.60%
P-glycoprotein substrate	+	0.7444	74.44%
CYP3A4 substrate	+	0.7523	75.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8766	87.66%
CYP3A4 inhibition	-	0.9070	90.70%
CYP2C9 inhibition	-	0.9338	93.38%
CYP2C19 inhibition	-	0.9305	93.05%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.9168	91.68%
CYP2C8 inhibition	+	0.7800	78.00%
CYP inhibitory promiscuity	-	0.9305	93.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5542	55.42%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9042	90.42%
Skin irritation	-	0.5446	54.46%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.5964	59.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.8120	81.20%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.7427	74.27%
skin sensitisation	-	0.9004	90.04%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7889	78.89%
Acute Oral Toxicity (c)	I	0.5504	55.04%
Estrogen receptor binding	+	0.8243	82.43%
Androgen receptor binding	+	0.7367	73.67%
Thyroid receptor binding	+	0.5212	52.12%
Glucocorticoid receptor binding	+	0.7462	74.62%
Aromatase binding	+	0.6167	61.67%
PPAR gamma	+	0.8109	81.09%
Honey bee toxicity	-	0.5356	53.56%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5745	57.45%
Fish aquatic toxicity	+	0.9588	95.88%

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	98.98%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.43%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.69%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	92.70%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.31%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.24%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.63%	94.00%
CHEMBL2581	P07339	Cathepsin D	89.04%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.27%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.92%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.27%	91.24%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.88%	96.61%
CHEMBL5255	O00206	Toll-like receptor 4	86.32%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.72%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.50%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.92%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.46%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.36%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.24%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	82.19%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.19%	94.45%

Plants that contains it

• Brodiaea californica

Cross-Links

• PubChem: 162965260
• LOTUS: LTS0058130
• wikiData: Q105004368