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

Details

• Internal ID: 561a7b1d-8a66-4a6f-b153-8584924df578
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,8S,9S,10R,11S,12S,13S,14R,17S)-17-acetyl-11-acetyloxy-3-[(2R,4S,5R,6R)-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-[(2S,3R,4R,5R,6R)-3,5-dihydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-8,14-dihydroxy-10,13-dimethyl-2,3,4,7,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-12-yl] benzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3C(OC(CC3OC)OC4C(OC(CC4OC)OC5CCC6(C7C(C(C8(C(CCC8(C7(CC=C6C5)O)O)C(=O)C)C)OC(=O)C9=CC=CC=C9)OC(=O)C)C)C)C)C)O)OC)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@H]2OC)O[C@@H]3[C@H](O[C@H](C[C@@H]3OC)O[C@@H]4[C@H](O[C@H](C[C@@H]4OC)O[C@H]5CC[C@@]6([C@H]7[C@@H]([C@H]([C@@]8([C@H](CC[C@@]8([C@@]7(CC=C6C5)O)O)C(=O)C)C)OC(=O)C9=CC=CC=C9)OC(=O)C)C)C)C)C)O)OC)O
• InChI: InChI=1S/C58H86O21/c1-28(59)37-20-23-58(65)56(37,8)52(79-53(63)34-16-14-13-15-17-34)50(74-33(6)60)51-55(7)21-19-36(24-35(55)18-22-57(51,58)64)75-41-25-38(66-9)46(30(3)70-41)76-42-26-39(67-10)47(31(4)71-42)77-43-27-40(68-11)48(32(5)72-43)78-54-45(62)49(69-12)44(61)29(2)73-54/h13-18,29-32,36-52,54,61-62,64-65H,19-27H2,1-12H3/t29-,30-,31-,32-,36+,37-,38+,39+,40-,41+,42+,43+,44-,45-,46-,47-,48-,49-,50+,51-,52-,54+,55+,56+,57+,58-/m1/s1
• InChI Key: SUVRFRIBZQNJPD-QSITVIPWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₈₆O₂₁
• Molecular Weight: 1119.30 g/mol
• Exact Mass: 1118.56615975 g/mol
• Topological Polar Surface Area (TPSA): 261.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 4.23
• H-Bond Acceptor: 21
• H-Bond Donor: 4
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9136	91.36%
Caco-2	-	0.8617	86.17%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7085	70.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8490	84.90%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7874	78.74%
BSEP inhibitior	+	0.9843	98.43%
P-glycoprotein inhibitior	+	0.7476	74.76%
P-glycoprotein substrate	+	0.7574	75.74%
CYP3A4 substrate	+	0.7355	73.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8888	88.88%
CYP3A4 inhibition	-	0.7482	74.82%
CYP2C9 inhibition	-	0.8927	89.27%
CYP2C19 inhibition	-	0.9044	90.44%
CYP2D6 inhibition	-	0.9288	92.88%
CYP1A2 inhibition	-	0.8304	83.04%
CYP2C8 inhibition	+	0.7485	74.85%
CYP inhibitory promiscuity	-	0.9574	95.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5356	53.56%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8991	89.91%
Skin irritation	-	0.5164	51.64%
Skin corrosion	-	0.9256	92.56%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7897	78.97%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8713	87.13%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7773	77.73%
Acute Oral Toxicity (c)	II	0.4595	45.95%
Estrogen receptor binding	+	0.7582	75.82%
Androgen receptor binding	+	0.7526	75.26%
Thyroid receptor binding	+	0.6578	65.78%
Glucocorticoid receptor binding	+	0.8013	80.13%
Aromatase binding	+	0.6579	65.79%
PPAR gamma	+	0.8261	82.61%
Honey bee toxicity	-	0.6671	66.71%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.9830	98.30%

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	97.75%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.39%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.17%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.50%	91.11%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	92.21%	83.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.17%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.96%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.93%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.13%	94.62%
CHEMBL5028	O14672	ADAM10	90.05%	97.50%
CHEMBL1951	P21397	Monoamine oxidase A	89.08%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.97%	95.89%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.35%	94.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.25%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.89%	91.19%
CHEMBL226	P30542	Adenosine A1 receptor	85.15%	95.93%
CHEMBL4208	P20618	Proteasome component C5	84.43%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.26%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.12%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.48%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.78%	95.89%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.45%	94.42%

Plants that contains it

• Hoya carnosa

Cross-Links

• PubChem: 10772565
• LOTUS: LTS0086252
• wikiData: Q105261525