[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1R,3R,5S,8S,9S,10S,13S,14S,16S,17R)-3-hydroxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-16-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy]oxan-2-yl]methyl 3,4,5-trimethoxybenzoate

Details

• Internal ID: 3d4e8d05-d2e2-47f0-b428-4e022ee73347
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(1R,3R,5S,8S,9S,10S,13S,14S,16S,17R)-3-hydroxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-16-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]oxy]oxan-2-yl]methyl 3,4,5-trimethoxybenzoate
• SMILES (Canonical): CC(C)CCC(C(C)C1C(CC2C1(CCC3C2CCC4C3(C(CC(C4)O)OC5C(C(C(C(O5)COC(=O)C6=CC(=C(C(=C6)OC)OC)OC)O)O)O)C)C)OC7C(C(C(C(O7)CO)O)O)O)O
• SMILES (Isomeric): C[C@@H]([C@H]1[C@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3([C@@H](C[C@@H](C4)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC(=O)C6=CC(=C(C(=C6)OC)OC)OC)O)O)O)C)C)O[C@@H]7[C@H]([C@@H]([C@H]([C@@H](O7)CO)O)O)O)[C@H](CCC(C)C)O
• InChI: InChI=1S/C49H78O18/c1-22(2)9-12-30(52)23(3)37-31(64-46-42(57)40(55)38(53)34(20-50)65-46)19-29-27-11-10-25-17-26(51)18-36(49(25,5)28(27)13-14-48(29,37)4)67-47-43(58)41(56)39(54)35(66-47)21-63-45(59)24-15-32(60-6)44(62-8)33(16-24)61-7/h15-16,22-23,25-31,34-43,46-47,50-58H,9-14,17-21H2,1-8H3/t23-,25+,26-,27-,28+,29+,30+,31+,34+,35-,36-,37+,38+,39-,40-,41+,42+,43-,46+,47+,48+,49+/m1/s1
• InChI Key: CJAONFHPXWHKGS-JSIIQOJBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₉H₇₈O₁₈
• Molecular Weight: 955.10 g/mol
• Exact Mass: 954.51881563 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7792	77.92%
Caco-2	-	0.8731	87.31%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7288	72.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8300	83.00%
OATP1B3 inhibitior	+	0.8744	87.44%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9516	95.16%
P-glycoprotein inhibitior	+	0.7540	75.40%
P-glycoprotein substrate	+	0.6418	64.18%
CYP3A4 substrate	+	0.7450	74.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8415	84.15%
CYP3A4 inhibition	-	0.8767	87.67%
CYP2C9 inhibition	-	0.8712	87.12%
CYP2C19 inhibition	-	0.8578	85.78%
CYP2D6 inhibition	-	0.9363	93.63%
CYP1A2 inhibition	-	0.7872	78.72%
CYP2C8 inhibition	+	0.7866	78.66%
CYP inhibitory promiscuity	-	0.9594	95.94%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6685	66.85%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9036	90.36%
Skin irritation	-	0.7560	75.60%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	-	0.6982	69.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.7388	73.88%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6550	65.50%
skin sensitisation	-	0.9230	92.30%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.9875	98.75%
Acute Oral Toxicity (c)	III	0.3848	38.48%
Estrogen receptor binding	+	0.8270	82.70%
Androgen receptor binding	+	0.7002	70.02%
Thyroid receptor binding	+	0.5185	51.85%
Glucocorticoid receptor binding	+	0.7431	74.31%
Aromatase binding	+	0.6670	66.70%
PPAR gamma	+	0.8028	80.28%
Honey bee toxicity	-	0.6621	66.21%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9259	92.59%

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	99.39%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.43%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.48%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	94.18%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.17%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.94%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.27%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.26%	97.14%
CHEMBL220	P22303	Acetylcholinesterase	90.12%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.99%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.98%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.47%	97.25%
CHEMBL1871	P10275	Androgen Receptor	89.39%	96.43%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.88%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.54%	100.00%
CHEMBL4581	P52732	Kinesin-like protein 1	87.21%	93.18%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.84%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.87%	90.71%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.43%	98.05%
CHEMBL5255	O00206	Toll-like receptor 4	84.92%	92.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.49%	96.90%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.60%	95.89%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	83.22%	99.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.81%	85.14%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.80%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.73%	89.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.48%	91.07%
CHEMBL5028	O14672	ADAM10	80.14%	97.50%
CHEMBL4208	P20618	Proteasome component C5	80.02%	90.00%

Plants that contains it

• Ornithogalum thyrsoides

Cross-Links

• PubChem: 163188891
• LOTUS: LTS0187308
• wikiData: Q104960736