16-[5-[4,5-Dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-hydroxy-6-methoxy-7,9,13-trimethyl-6-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-11-en-10-one

Details

• Internal ID: db0fbbc3-862b-4a4f-b668-9d3093d2e112
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 16-[5-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-15-hydroxy-6-methoxy-7,9,13-trimethyl-6-[3-methyl-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-11-en-10-one
• SMILES (Canonical): CC1C2C(CC3C2(C(=O)C=C4C3CCC5C4(CC(C(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(CO8)O)O)O)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)OC
• SMILES (Isomeric): CC1C2C(CC3C2(C(=O)C=C4C3CCC5C4(CC(C(C5)OC6C(C(C(C(O6)CO)OC7C(C(C(C(O7)CO)O)O)OC8C(C(C(CO8)O)O)O)O)O)O)C)C)OC1(CCC(C)COC9C(C(C(C(O9)CO)O)O)O)OC
• InChI: InChI=1S/C51H82O25/c1-19(17-68-45-41(65)37(61)35(59)29(14-52)71-45)8-9-51(67-5)20(2)33-28(76-51)11-24-22-7-6-21-10-27(25(55)13-49(21,3)23(22)12-32(57)50(24,33)4)70-47-42(66)39(63)43(31(16-54)73-47)74-48-44(38(62)36(60)30(15-53)72-48)75-46-40(64)34(58)26(56)18-69-46/h12,19-22,24-31,33-48,52-56,58-66H,6-11,13-18H2,1-5H3
• InChI Key: LTHSXTFUMINNAA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂O₂₅
• Molecular Weight: 1095.20 g/mol
• Exact Mass: 1094.51451810 g/mol
• Topological Polar Surface Area (TPSA): 393.00 Ų
• XlogP: -3.80
• Atomic LogP (AlogP): -4.59
• H-Bond Acceptor: 25
• H-Bond Donor: 14
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8209	82.09%
Caco-2	-	0.8824	88.24%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7965	79.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8355	83.55%
OATP1B3 inhibitior	+	0.9072	90.72%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8869	88.69%
P-glycoprotein inhibitior	+	0.7440	74.40%
P-glycoprotein substrate	+	0.7137	71.37%
CYP3A4 substrate	+	0.7470	74.70%
CYP2C9 substrate	-	0.8010	80.10%
CYP2D6 substrate	-	0.8838	88.38%
CYP3A4 inhibition	-	0.9381	93.81%
CYP2C9 inhibition	-	0.9252	92.52%
CYP2C19 inhibition	-	0.9234	92.34%
CYP2D6 inhibition	-	0.9387	93.87%
CYP1A2 inhibition	-	0.9210	92.10%
CYP2C8 inhibition	+	0.7056	70.56%
CYP inhibitory promiscuity	-	0.9521	95.21%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5126	51.26%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9030	90.30%
Skin irritation	-	0.5136	51.36%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7957	79.57%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6194	61.94%
skin sensitisation	-	0.9150	91.50%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7394	73.94%
Acute Oral Toxicity (c)	I	0.5199	51.99%
Estrogen receptor binding	+	0.8487	84.87%
Androgen receptor binding	+	0.7520	75.20%
Thyroid receptor binding	+	0.5554	55.54%
Glucocorticoid receptor binding	+	0.7243	72.43%
Aromatase binding	+	0.6703	67.03%
PPAR gamma	+	0.8143	81.43%
Honey bee toxicity	-	0.5954	59.54%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8941	89.41%

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	99.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.11%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.95%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	95.08%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.54%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.51%	85.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	90.88%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.86%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.96%	100.00%
CHEMBL2581	P07339	Cathepsin D	87.69%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.00%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	86.12%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	86.09%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.43%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.34%	97.14%
CHEMBL4581	P52732	Kinesin-like protein 1	85.02%	93.18%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.97%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.75%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.28%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.20%	91.19%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.05%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.66%	90.71%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.23%	92.86%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.21%	96.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.79%	92.94%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.94%	86.92%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.67%	94.08%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.63%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.60%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.51%	91.07%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.42%	94.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.36%	94.23%

Plants that contains it

• Agave utahensis

Cross-Links

• PubChem: 74932596
• LOTUS: LTS0115414
• wikiData: Q105156950