[3,4,5-Trihydroxy-6-[4-hydroxy-6-(8-hydroxy-6'-methoxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl)oxy-2-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl]oxyoxan-2-yl]methyl acetate

Details

• Internal ID: 87610855-f6df-4fab-bec2-91d81fd2c13c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: [3,4,5-trihydroxy-6-[4-hydroxy-6-(8-hydroxy-6'-methoxy-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-yl)oxy-2-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl]oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1CCC2(C(C3(C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)COC(=O)C)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)O)C)OC1OC
• SMILES (Isomeric): CC1CCC2(C(C3(C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)COC(=O)C)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)O)C)OC1OC
• InChI: InChI=1S/C48H76O20/c1-20-10-15-47(68-41(20)59-7)22(3)48(58)31(67-47)17-28-26-9-8-24-16-25(11-13-45(24,5)27(26)12-14-46(28,48)6)62-44-40(66-42-36(55)34(53)32(51)21(2)61-42)38(57)39(29(18-49)63-44)65-43-37(56)35(54)33(52)30(64-43)19-60-23(4)50/h8,20-22,25-44,49,51-58H,9-19H2,1-7H3
• InChI Key: LBRIWUZLQKQROA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₇₆O₂₀
• Molecular Weight: 973.10 g/mol
• Exact Mass: 972.49299481 g/mol
• Topological Polar Surface Area (TPSA): 291.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.13
• H-Bond Acceptor: 20
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7890	78.90%
Caco-2	-	0.8848	88.48%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8222	82.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8441	84.41%
OATP1B3 inhibitior	+	0.8804	88.04%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9534	95.34%
P-glycoprotein inhibitior	+	0.7409	74.09%
P-glycoprotein substrate	+	0.6707	67.07%
CYP3A4 substrate	+	0.7525	75.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8822	88.22%
CYP3A4 inhibition	-	0.9572	95.72%
CYP2C9 inhibition	-	0.9237	92.37%
CYP2C19 inhibition	-	0.9117	91.17%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.9029	90.29%
CYP2C8 inhibition	+	0.7970	79.70%
CYP inhibitory promiscuity	-	0.9162	91.62%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5310	53.10%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9065	90.65%
Skin irritation	-	0.5709	57.09%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.8870	88.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7769	77.69%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.9169	91.69%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8437	84.37%
Acute Oral Toxicity (c)	III	0.4156	41.56%
Estrogen receptor binding	+	0.8496	84.96%
Androgen receptor binding	+	0.7659	76.59%
Thyroid receptor binding	+	0.5567	55.67%
Glucocorticoid receptor binding	+	0.7153	71.53%
Aromatase binding	+	0.6282	62.82%
PPAR gamma	+	0.8068	80.68%
Honey bee toxicity	-	0.6192	61.92%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.9276	92.76%

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	99.36%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.81%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.45%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	95.73%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.71%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.91%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	92.65%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.51%	97.09%
CHEMBL5255	O00206	Toll-like receptor 4	91.44%	92.50%
CHEMBL2243	O00519	Anandamide amidohydrolase	91.12%	97.53%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.84%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.55%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.44%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.36%	89.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.09%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.31%	94.45%
CHEMBL2581	P07339	Cathepsin D	85.73%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.42%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.41%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.32%	91.19%
CHEMBL5028	O14672	ADAM10	82.54%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.36%	91.07%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.00%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.59%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.14%	95.89%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.75%	97.50%

Plants that contains it

• Lilium candidum

Cross-Links

• PubChem: 85203502
• LOTUS: LTS0102240
• wikiData: Q105149584