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

Details

• Internal ID: 201479ce-40d8-407f-a403-c79996d4fce9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 4-[4,5-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-[[4-formyl-8-hydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-9-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(CC2C1(C(CC3(C2=CCC4C3(CCC5C4(CCC(C5(C)C=O)OC6C(C(C(C(O6)C(=O)O)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)C(=O)O)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/C58H90O26/c1-9-24(2)48(75)79-34-18-53(3,4)16-26-25-10-11-31-54(5)14-13-33(55(6,22-61)30(54)12-15-56(31,7)57(25,8)17-32(64)58(26,34)23-62)80-52-46(84-50-41(71)39(69)37(67)29(20-60)78-50)43(42(72)44(82-52)47(73)74)81-51-45(35(65)27(63)21-76-51)83-49-40(70)38(68)36(66)28(19-59)77-49/h9-10,22,26-46,49-52,59-60,62-72H,11-21,23H2,1-8H3,(H,73,74)
• InChI Key: MGTOPLIWMNGFCQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₀O₂₆
• Molecular Weight: 1203.30 g/mol
• Exact Mass: 1202.57203297 g/mol
• Topological Polar Surface Area (TPSA): 418.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -2.19
• 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	-	0.8675	86.75%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7791	77.91%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9792	97.92%
P-glycoprotein inhibitior	+	0.7452	74.52%
P-glycoprotein substrate	+	0.5566	55.66%
CYP3A4 substrate	+	0.7391	73.91%
CYP2C9 substrate	-	0.6097	60.97%
CYP2D6 substrate	-	0.8921	89.21%
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	+	0.7768	77.68%
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	-	0.8983	89.83%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6378	63.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7581	75.81%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7703	77.03%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7482	74.82%
Androgen receptor binding	+	0.7616	76.16%
Thyroid receptor binding	+	0.6350	63.50%
Glucocorticoid receptor binding	+	0.7761	77.61%
Aromatase binding	+	0.6153	61.53%
PPAR gamma	+	0.8194	81.94%
Honey bee toxicity	-	0.6352	63.52%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
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	97.40%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.06%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.34%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	92.49%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	91.32%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.97%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.61%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.33%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	87.66%	95.93%
CHEMBL2581	P07339	Cathepsin D	87.43%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.78%	95.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.69%	97.36%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.54%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.32%	97.25%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	84.91%	89.44%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.28%	91.24%
CHEMBL5028	O14672	ADAM10	83.92%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.31%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.37%	96.21%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.36%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.99%	95.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.84%	94.33%

Plants that contains it

• Camellia japonica
• Camellia sinensis

Cross-Links

• PubChem: 73116080
• LOTUS: LTS0259726
• wikiData: Q105163579