[10-[4-[4,5-Dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-9-formyl-5-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4-yl] 2-methylbut-2-enoate

Details

• Internal ID: 3283102d-e0b7-409a-90c8-0c65f7ed9dec
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [10-[4-[4,5-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-9-formyl-5-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-4-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(CC2C1(C(CC3(C2=CCC4C3(CCC5C4(CCC(C5(C)C=O)OC6C(C(C(C(O6)CO)O)OC7C(C(C(CO7)O)O)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)O)CO)(C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC(CC2C1(C(CC3(C2=CCC4C3(CCC5C4(CCC(C5(C)C=O)OC6C(C(C(C(O6)CO)O)OC7C(C(C(CO7)O)O)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)O)CO)(C)C
• InChI: InChI=1S/C58H92O25/c1-9-25(2)48(74)79-36-18-53(3,4)16-27-26-10-11-33-54(5)14-13-35(55(6,23-62)32(54)12-15-56(33,7)57(26,8)17-34(65)58(27,36)24-63)80-52-47(83-50-44(73)42(71)39(68)30(20-60)77-50)45(40(69)31(21-61)78-52)81-51-46(37(66)28(64)22-75-51)82-49-43(72)41(70)38(67)29(19-59)76-49/h9-10,23,27-47,49-52,59-61,63-73H,11-22,24H2,1-8H3
• InChI Key: YDGQDJXYFVWQDO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₂O₂₅
• Molecular Weight: 1189.30 g/mol
• Exact Mass: 1188.59276842 g/mol
• Topological Polar Surface Area (TPSA): 400.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -2.29
• H-Bond Acceptor: 25
• H-Bond Donor: 14
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8710	87.10%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7854	78.54%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9822	98.22%
P-glycoprotein inhibitior	+	0.7457	74.57%
P-glycoprotein substrate	+	0.5245	52.45%
CYP3A4 substrate	+	0.7385	73.85%
CYP2C9 substrate	-	0.8031	80.31%
CYP2D6 substrate	-	0.8797	87.97%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.7417	74.17%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8990	89.90%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6078	60.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7941	79.41%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6943	69.43%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7623	76.23%
Androgen receptor binding	+	0.7608	76.08%
Thyroid receptor binding	+	0.6204	62.04%
Glucocorticoid receptor binding	+	0.7749	77.49%
Aromatase binding	+	0.6057	60.57%
PPAR gamma	+	0.8133	81.33%
Honey bee toxicity	-	0.6303	63.03%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9585	95.85%

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	98.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.45%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.82%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.73%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.96%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.11%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.78%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.46%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.48%	95.93%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.42%	93.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.70%	97.36%
CHEMBL2581	P07339	Cathepsin D	85.48%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.45%	86.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.41%	96.21%
CHEMBL221	P23219	Cyclooxygenase-1	85.28%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.20%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.68%	91.07%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.65%	96.77%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.91%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.70%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.69%	95.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.86%	95.50%
CHEMBL4208	P20618	Proteasome component C5	81.86%	90.00%
CHEMBL5028	O14672	ADAM10	81.77%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.16%	94.00%

Plants that contains it

• Camellia japonica

Cross-Links

• PubChem: 162854047
• LOTUS: LTS0128647
• wikiData: Q105346723