[8,14,17-Trihydroxy-17-(1-hydroxyethyl)-3-[4-methoxy-5-[4-methoxy-5-[4-methoxy-5-[4-methoxy-5-[4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] 3-phenylprop-2-enoate

Details

• Internal ID: d576def2-edf6-4c37-94c6-a9fa2a625347
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [8,14,17-trihydroxy-17-(1-hydroxyethyl)-3-[4-methoxy-5-[4-methoxy-5-[4-methoxy-5-[4-methoxy-5-[4-methoxy-6-methyl-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-12-yl] 3-phenylprop-2-enoate
• InChI: InChI=1S/C71H110O27/c1-35-61(44(81-9)28-53(86-35)91-43-22-23-67(7)42(27-43)21-24-70(79)50(67)33-51(93-52(74)20-19-41-17-15-14-16-18-41)68(8)69(78,40(6)73)25-26-71(68,70)80)94-54-29-45(82-10)62(36(2)87-54)95-55-30-46(83-11)63(37(3)88-55)96-56-31-47(84-12)64(38(4)89-56)97-57-32-48(85-13)65(39(5)90-57)98-66-60(77)59(76)58(75)49(34-72)92-66/h14-21,35-40,43-51,53-66,72-73,75-80H,22-34H2,1-13H3
• InChI Key: RETDKJVOLCMAPD-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇₁H₁₁₀O₂₇
• Molecular Weight: 1395.60 g/mol
• Exact Mass: 1394.72344823 g/mol
• Topological Polar Surface Area (TPSA): 345.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.39
• H-Bond Acceptor: 27
• H-Bond Donor: 8
• Rotatable Bonds: 22

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8755	87.55%
Caco-2	-	0.8609	86.09%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8320	83.20%
OATP1B3 inhibitior	+	0.8582	85.82%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9817	98.17%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.7237	72.37%
CYP3A4 substrate	+	0.7371	73.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8853	88.53%
CYP3A4 inhibition	-	0.8507	85.07%
CYP2C9 inhibition	-	0.9047	90.47%
CYP2C19 inhibition	-	0.9079	90.79%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	-	0.8717	87.17%
CYP2C8 inhibition	+	0.7529	75.29%
CYP inhibitory promiscuity	-	0.9246	92.46%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6164	61.64%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8975	89.75%
Skin irritation	-	0.5277	52.77%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7957	79.57%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.7473	74.73%
skin sensitisation	-	0.9141	91.41%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.9660	96.60%
Acute Oral Toxicity (c)	I	0.4590	45.90%
Estrogen receptor binding	+	0.7368	73.68%
Androgen receptor binding	+	0.7676	76.76%
Thyroid receptor binding	+	0.7165	71.65%
Glucocorticoid receptor binding	+	0.8143	81.43%
Aromatase binding	+	0.6809	68.09%
PPAR gamma	+	0.8255	82.55%
Honey bee toxicity	-	0.6291	62.91%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9545	95.45%

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	99.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.51%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.31%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	97.30%	96.00%
CHEMBL2581	P07339	Cathepsin D	96.00%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.67%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.57%	85.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	93.51%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.45%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.85%	97.09%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.25%	94.23%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	92.15%	94.08%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	91.73%	95.50%
CHEMBL5028	O14672	ADAM10	90.40%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.40%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.08%	95.93%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.84%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.22%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.79%	95.89%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	85.46%	94.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.71%	91.07%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.10%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.47%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.16%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.20%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.02%	92.62%

Plants that contains it

• Marsdenia tomentosa

Cross-Links

• PubChem: 85255279
• LOTUS: LTS0120404
• wikiData: Q105235075