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

Details

• Internal ID: fdad08f4-55c2-45cd-a5ef-b70a0d85cdd3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 6-[[8-acetyloxy-4-formyl-9-hydroxy-8a-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-(2-methylbut-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[5,6-dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-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)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2OC(=O)C)C)C)(C)C=O)OC6C(C(C(C(O6)C(=O)O)O)OC7C(CC(C(O7)O)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)CO)O
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2OC(=O)C)C)C)(C)C=O)OC6C(C(C(C(O6)C(=O)O)O)OC7C(CC(C(O7)O)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)CO)O
• InChI: InChI=1S/C59H90O27/c1-10-24(2)48(75)85-46-45(72)59(23-62)27(18-54(46,4)5)26-11-12-33-55(6)15-14-34(56(7,22-61)32(55)13-16-57(33,8)58(26,9)19-35(59)78-25(3)63)81-53-44(84-52-40(70)38(68)37(67)31(20-60)80-52)42(41(71)43(83-53)47(73)74)82-50-30(17-28(64)49(76)86-50)79-51-39(69)36(66)29(65)21-77-51/h10-11,22,27-46,49-53,60,62,64-72,76H,12-21,23H2,1-9H3,(H,73,74)
• InChI Key: VXOANOIARFXBDR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₀O₂₇
• Molecular Weight: 1231.30 g/mol
• Exact Mass: 1230.56694759 g/mol
• Topological Polar Surface Area (TPSA): 424.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -1.66
• H-Bond Acceptor: 26
• H-Bond Donor: 13
• 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	-	0.8652	86.52%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7731	77.31%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9732	97.32%
P-glycoprotein inhibitior	+	0.7449	74.49%
P-glycoprotein substrate	+	0.6799	67.99%
CYP3A4 substrate	+	0.7507	75.07%
CYP2C9 substrate	-	0.7992	79.92%
CYP2D6 substrate	-	0.8855	88.55%
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	+	0.8319	83.19%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8979	89.79%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7742	77.42%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8240	82.40%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7158	71.58%
Androgen receptor binding	+	0.7625	76.25%
Thyroid receptor binding	+	0.6705	67.05%
Glucocorticoid receptor binding	+	0.7936	79.36%
Aromatase binding	+	0.6459	64.59%
PPAR gamma	+	0.8179	81.79%
Honey bee toxicity	-	0.5971	59.71%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.25%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.15%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.35%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.35%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.52%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.83%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.76%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.97%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.55%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.80%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.63%	97.25%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.54%	94.08%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.90%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.36%	95.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.24%	95.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.95%	91.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.24%	94.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.71%	91.07%
CHEMBL226	P30542	Adenosine A1 receptor	82.36%	95.93%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.24%	94.23%
CHEMBL5028	O14672	ADAM10	82.20%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.09%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.92%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	81.76%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.73%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.40%	99.17%

Plants that contains it

• Camellia sinensis

Cross-Links

• PubChem: 163048494
• LOTUS: LTS0048161
• wikiData: Q105298628