[2-[3-Acetyloxy-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]oxan-4-yl]oxy-4,5-dihydroxyoxan-3-yl] 3-phenylprop-2-enoate

Details

• Internal ID: 7ebffbbe-02b2-4da4-b9d7-ca1c99a6a86a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [2-[3-acetyloxy-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]oxan-4-yl]oxy-4,5-dihydroxyoxan-3-yl] 3-phenylprop-2-enoate
• 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)OC(=O)C=CC8=CC=CC=C8)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)OC(=O)C=CC8=CC=CC=C8)OC(=O)C)O
• InChI: InChI=1S/C54H78O19/c1-27(2)12-16-36(57)28(3)54(65)40(23-35-33-15-14-31-22-32(18-20-52(31,5)34(33)19-21-53(35,54)6)69-49-45(64)44(63)43(62)39(24-55)70-49)71-51-48(68-29(4)56)46(38(59)26-67-51)73-50-47(42(61)37(58)25-66-50)72-41(60)17-13-30-10-8-7-9-11-30/h7-11,13-14,17,27-28,32-35,37-40,42-51,55,58-59,61-65H,12,15-16,18-26H2,1-6H3
• InChI Key: XPJVFNVOMZCPBQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₇₈O₁₉
• Molecular Weight: 1031.20 g/mol
• Exact Mass: 1030.51373025 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.24
• H-Bond Acceptor: 19
• H-Bond Donor: 8
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8431	84.31%
Caco-2	-	0.8691	86.91%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.8476	84.76%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8207	82.07%
OATP1B3 inhibitior	-	0.2597	25.97%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.9360	93.60%
P-glycoprotein inhibitior	+	0.7464	74.64%
P-glycoprotein substrate	+	0.7404	74.04%
CYP3A4 substrate	+	0.7539	75.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8910	89.10%
CYP3A4 inhibition	-	0.7115	71.15%
CYP2C9 inhibition	-	0.8312	83.12%
CYP2C19 inhibition	-	0.9017	90.17%
CYP2D6 inhibition	-	0.9328	93.28%
CYP1A2 inhibition	-	0.8708	87.08%
CYP2C8 inhibition	+	0.8214	82.14%
CYP inhibitory promiscuity	-	0.9404	94.04%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5802	58.02%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9015	90.15%
Skin irritation	-	0.5719	57.19%
Skin corrosion	-	0.9423	94.23%
Ames mutagenesis	-	0.6378	63.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7315	73.15%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9061	90.61%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9170	91.70%
Acute Oral Toxicity (c)	III	0.5711	57.11%
Estrogen receptor binding	+	0.7865	78.65%
Androgen receptor binding	+	0.7589	75.89%
Thyroid receptor binding	+	0.6563	65.63%
Glucocorticoid receptor binding	+	0.7865	78.65%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.8318	83.18%
Honey bee toxicity	-	0.6245	62.45%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9843	98.43%

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	99.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.20%	96.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	97.61%	94.08%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	97.52%	94.62%
CHEMBL2581	P07339	Cathepsin D	96.68%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.47%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.46%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.94%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	94.04%	94.23%
CHEMBL226	P30542	Adenosine A1 receptor	93.80%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.15%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.07%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.35%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.93%	97.09%
CHEMBL5028	O14672	ADAM10	90.39%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.95%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.17%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	89.15%	94.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.67%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.54%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.16%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.55%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.48%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.13%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.52%	96.47%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.52%	89.67%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.45%	93.00%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.04%	95.00%

Plants that contains it

• Ornithogalum candicans

Cross-Links

• PubChem: 77915988
• LOTUS: LTS0047161
• wikiData: Q105338502