bis[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,3R,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2-hydroxy-4,6a,6b,14b-tetramethyl-11-methylidene-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate

Details

• Internal ID: 1c36c7f1-b0b5-44af-8f83-7b2e3766dc30
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: bis[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2S,3R,4S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-2-hydroxy-4,6a,6b,14b-tetramethyl-11-methylidene-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicene-4,8a-dicarboxylate
• SMILES (Canonical): CC12CCC3C(C1CC=C4C2(CCC5(C4CC(=C)CC5)C(=O)OC6C(C(C(C(O6)CO)O)O)O)C)(CC(C(C3(C)C(=O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)O)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(CC[C@@]5([C@H]4CC(=C)CC5)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)(C[C@@H]([C@@H]([C@@]3(C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C
• InChI: InChI=1S/C47H72O21/c1-19-8-11-47(42(62)68-40-36(60)33(57)30(54)25(18-50)65-40)13-12-44(3)20(21(47)14-19)6-7-26-43(2)15-22(51)37(66-38-34(58)31(55)28(52)23(16-48)63-38)46(5,27(43)9-10-45(26,44)4)41(61)67-39-35(59)32(56)29(53)24(17-49)64-39/h6,21-40,48-60H,1,7-18H2,2-5H3/t21-,22-,23+,24+,25+,26+,27+,28+,29+,30+,31-,32-,33-,34+,35+,36+,37-,38-,39-,40-,43+,44+,45+,46-,47-/m0/s1
• InChI Key: TVPUQKWTPSAXEH-JUGYFQNHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₂O₂₁
• Molecular Weight: 973.10 g/mol
• Exact Mass: 972.45660930 g/mol
• Topological Polar Surface Area (TPSA): 353.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -2.86
• H-Bond Acceptor: 21
• H-Bond Donor: 13
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6730	67.30%
Caco-2	-	0.8786	87.86%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8211	82.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8230	82.30%
OATP1B3 inhibitior	-	0.2951	29.51%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5548	55.48%
BSEP inhibitior	+	0.7854	78.54%
P-glycoprotein inhibitior	+	0.7405	74.05%
P-glycoprotein substrate	-	0.6630	66.30%
CYP3A4 substrate	+	0.6959	69.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.7559	75.59%
CYP2C9 inhibition	-	0.9057	90.57%
CYP2C19 inhibition	-	0.9112	91.12%
CYP2D6 inhibition	-	0.9519	95.19%
CYP1A2 inhibition	-	0.8940	89.40%
CYP2C8 inhibition	+	0.6830	68.30%
CYP inhibitory promiscuity	-	0.9776	97.76%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6285	62.85%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9031	90.31%
Skin irritation	-	0.5116	51.16%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7649	76.49%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9119	91.19%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6390	63.90%
Acute Oral Toxicity (c)	III	0.7306	73.06%
Estrogen receptor binding	+	0.8098	80.98%
Androgen receptor binding	+	0.7538	75.38%
Thyroid receptor binding	-	0.5124	51.24%
Glucocorticoid receptor binding	+	0.6585	65.85%
Aromatase binding	+	0.5909	59.09%
PPAR gamma	+	0.7701	77.01%
Honey bee toxicity	-	0.7479	74.79%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9712	97.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.08%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.02%	98.95%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.56%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.08%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.98%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.63%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.68%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.94%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.55%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.08%	86.33%
CHEMBL237	P41145	Kappa opioid receptor	83.46%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.10%	95.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.65%	95.89%
CHEMBL5028	O14672	ADAM10	81.20%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.26%	92.50%

Plants that contains it

• Amaranthus caudatus

Cross-Links

• PubChem: 101918551
• LOTUS: LTS0017329
• wikiData: Q105265469