[5-Hydroxy-2-[[17-hydroxy-10,13-dimethyl-17-(6-methyl-3-oxoheptan-2-yl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-3-yl] acetate

Details

• Internal ID: ac8cc828-3d08-4eb9-a7b7-1f082ed693e2
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [5-hydroxy-2-[[17-hydroxy-10,13-dimethyl-17-(6-methyl-3-oxoheptan-2-yl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-3-yl] acetate
• SMILES (Canonical): CC(C)CCC(=O)C(C)C1(C(CC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)OC6C(C(C(CO6)O)OC7C(C(C(CO7)O)O)O)OC(=O)C)O
• SMILES (Isomeric): CC(C)CCC(=O)C(C)C1(C(CC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)OC6C(C(C(CO6)O)OC7C(C(C(CO7)O)O)O)OC(=O)C)O
• InChI: InChI=1S/C45H72O18/c1-20(2)7-10-28(48)21(3)45(56)32(62-42-39(59-22(4)47)38(30(50)19-58-42)63-40-36(54)33(51)29(49)18-57-40)16-27-25-9-8-23-15-24(11-13-43(23,5)26(25)12-14-44(27,45)6)60-41-37(55)35(53)34(52)31(17-46)61-41/h8,20-21,24-27,29-42,46,49-56H,7,9-19H2,1-6H3
• InChI Key: FOCIGGVGHNGKRW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₂O₁₈
• Molecular Weight: 901.00 g/mol
• Exact Mass: 900.47186544 g/mol
• Topological Polar Surface Area (TPSA): 281.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): -0.02
• H-Bond Acceptor: 18
• H-Bond Donor: 9
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8033	80.33%
Caco-2	-	0.8866	88.66%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8646	86.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8372	83.72%
OATP1B3 inhibitior	-	0.2602	26.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5526	55.26%
BSEP inhibitior	+	0.8332	83.32%
P-glycoprotein inhibitior	+	0.7558	75.58%
P-glycoprotein substrate	+	0.6645	66.45%
CYP3A4 substrate	+	0.7523	75.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8893	88.93%
CYP3A4 inhibition	-	0.8747	87.47%
CYP2C9 inhibition	-	0.8578	85.78%
CYP2C19 inhibition	-	0.9333	93.33%
CYP2D6 inhibition	-	0.9482	94.82%
CYP1A2 inhibition	-	0.9200	92.00%
CYP2C8 inhibition	+	0.7228	72.28%
CYP inhibitory promiscuity	-	0.9612	96.12%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5789	57.89%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9085	90.85%
Skin irritation	-	0.5158	51.58%
Skin corrosion	-	0.9393	93.93%
Ames mutagenesis	-	0.6678	66.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.6878	68.78%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7944	79.44%
skin sensitisation	-	0.9124	91.24%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7837	78.37%
Acute Oral Toxicity (c)	III	0.7092	70.92%
Estrogen receptor binding	+	0.8186	81.86%
Androgen receptor binding	+	0.7425	74.25%
Thyroid receptor binding	-	0.5142	51.42%
Glucocorticoid receptor binding	+	0.6952	69.52%
Aromatase binding	+	0.6174	61.74%
PPAR gamma	+	0.7770	77.70%
Honey bee toxicity	-	0.6255	62.55%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9631	96.31%

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	99.42%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.23%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.43%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.14%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.00%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	94.81%	95.93%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.22%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.97%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.87%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.72%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.24%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.49%	94.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.46%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.77%	93.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.61%	94.62%
CHEMBL340	P08684	Cytochrome P450 3A4	86.12%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	85.55%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.53%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.35%	95.56%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	84.96%	89.05%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.69%	95.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.16%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.02%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.93%	96.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.08%	94.23%
CHEMBL5028	O14672	ADAM10	82.81%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.47%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.21%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.19%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.08%	94.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.86%	92.88%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.77%	82.50%
CHEMBL1937	Q92769	Histone deacetylase 2	80.30%	94.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.22%	96.90%

Plants that contains it

• Ornithogalum candicans
• Ornithogalum thyrsoides

Cross-Links

• PubChem: 77916014
• LOTUS: LTS0065277
• wikiData: Q104998701