[(2R,3R,4R,5S,6S)-3-acetyloxy-2-[[(3S,8S,9S,10R,11R,13S,14S,16S,17S)-3,11-dihydroxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-5-hydroxy-6-methyloxan-4-yl] 3,4,5-trimethoxybenzoate

Details

• Internal ID: f13f3306-bffd-48bb-b36a-c8857285f5a0
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2R,3R,4R,5S,6S)-3-acetyloxy-2-[[(3S,8S,9S,10R,11R,13S,14S,16S,17S)-3,11-dihydroxy-17-[(2S,3S)-3-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-16-yl]oxy]-5-hydroxy-6-methyloxan-4-yl] 3,4,5-trimethoxybenzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CC3C4CC=C5CC(CCC5(C4C(CC3(C2C(C)C(CCC(C)C)O)C)O)C)O)OC(=O)C)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2C[C@H]3[C@@H]4CC=C5C[C@H](CC[C@@]5([C@H]4[C@@H](C[C@@]3([C@@H]2[C@H](C)[C@H](CCC(C)C)O)C)O)C)O)OC(=O)C)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC)O
• InChI: InChI=1S/C45H68O13/c1-22(2)11-14-31(48)23(3)36-33(20-30-29-13-12-27-19-28(47)15-16-44(27,6)37(29)32(49)21-45(30,36)7)57-43-41(56-25(5)46)40(38(50)24(4)55-43)58-42(51)26-17-34(52-8)39(54-10)35(18-26)53-9/h12,17-18,22-24,28-33,36-38,40-41,43,47-50H,11,13-16,19-21H2,1-10H3/t23-,24+,28+,29+,30+,31+,32-,33+,36-,37-,38+,40-,41-,43+,44+,45+/m1/s1
• InChI Key: ZTZXQSZVCACSSK-YRLLGTOJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₆₈O₁₃
• Molecular Weight: 817.00 g/mol
• Exact Mass: 816.46599222 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.61
• H-Bond Acceptor: 13
• H-Bond Donor: 4
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9861	98.61%
Caco-2	-	0.8685	86.85%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7913	79.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8426	84.26%
OATP1B3 inhibitior	-	0.2427	24.27%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9383	93.83%
P-glycoprotein inhibitior	+	0.7628	76.28%
P-glycoprotein substrate	+	0.7844	78.44%
CYP3A4 substrate	+	0.7512	75.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8634	86.34%
CYP3A4 inhibition	-	0.6267	62.67%
CYP2C9 inhibition	-	0.6240	62.40%
CYP2C19 inhibition	-	0.6105	61.05%
CYP2D6 inhibition	-	0.8802	88.02%
CYP1A2 inhibition	+	0.6843	68.43%
CYP2C8 inhibition	+	0.8262	82.62%
CYP inhibitory promiscuity	-	0.7945	79.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6456	64.56%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9129	91.29%
Skin irritation	-	0.6302	63.02%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6932	69.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.3675	36.75%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5695	56.95%
skin sensitisation	-	0.8593	85.93%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.9490	94.90%
Acute Oral Toxicity (c)	I	0.5904	59.04%
Estrogen receptor binding	+	0.8266	82.66%
Androgen receptor binding	+	0.7141	71.41%
Thyroid receptor binding	+	0.5235	52.35%
Glucocorticoid receptor binding	+	0.7361	73.61%
Aromatase binding	+	0.6657	66.57%
PPAR gamma	+	0.7592	75.92%
Honey bee toxicity	-	0.6339	63.39%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9954	99.54%

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	99.78%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.54%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.30%	91.11%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	97.94%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.53%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.09%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.14%	98.95%
CHEMBL2413	P32246	C-C chemokine receptor type 1	93.75%	89.50%
CHEMBL4302	P08183	P-glycoprotein 1	93.39%	92.98%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.69%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	91.69%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.03%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.71%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.96%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	88.58%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.58%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.30%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.10%	96.00%
CHEMBL204	P00734	Thrombin	86.95%	96.01%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.07%	92.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.67%	90.71%
CHEMBL4208	P20618	Proteasome component C5	85.60%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.04%	94.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.33%	93.56%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.16%	89.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.14%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.47%	92.50%
CHEMBL5747	Q92793	CREB-binding protein	82.47%	95.12%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.49%	100.00%
CHEMBL5028	O14672	ADAM10	80.72%	97.50%
CHEMBL3401	O75469	Pregnane X receptor	80.57%	94.73%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.37%	98.05%

Plants that contains it

• Ornithogalum saundersiae

Cross-Links

• PubChem: 162982452
• LOTUS: LTS0233114
• wikiData: Q105383423