6-[[9-Acetyloxy-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-(3-phenylprop-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[4,5-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: ae69e68f-8fab-4582-937c-825a3c1053ca
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 6-[[9-acetyloxy-8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-(3-phenylprop-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-4-[4,5-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(=O)OC1C(C(CC2C1(C(CC3(C2=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(CO7)O)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)O)CO)(C)C)OC(=O)C=CC1=CC=CC=C1
• SMILES (Isomeric): CC(=O)OC1C(C(CC2C1(C(CC3(C2=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(CO7)O)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)O)CO)(C)C)OC(=O)C=CC1=CC=CC=C1
• InChI: InChI=1S/C63H92O26/c1-28(66)82-52-51(85-39(70)17-14-29-12-10-9-11-13-29)58(2,3)22-31-30-15-16-36-60(6)20-19-38(59(4,5)35(60)18-21-61(36,7)62(30,8)23-37(69)63(31,52)27-65)84-57-50(89-55-45(76)43(74)42(73)34(24-64)83-55)47(46(77)48(87-57)53(78)79)86-56-49(41(72)33(68)26-81-56)88-54-44(75)40(71)32(67)25-80-54/h9-15,17,31-38,40-52,54-57,64-65,67-69,71-77H,16,18-27H2,1-8H3,(H,78,79)
• InChI Key: OXSSFBJOUJCMPS-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₃H₉₂O₂₆
• Molecular Weight: 1265.40 g/mol
• Exact Mass: 1264.58768304 g/mol
• Topological Polar Surface Area (TPSA): 407.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): -0.44
• H-Bond Acceptor: 25
• 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	+	0.8071	80.71%
Caco-2	-	0.8627	86.27%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8508	85.08%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7458	74.58%
OATP1B3 inhibitior	-	0.4332	43.32%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5776	57.76%
BSEP inhibitior	+	0.9776	97.76%
P-glycoprotein inhibitior	+	0.7440	74.40%
P-glycoprotein substrate	+	0.6259	62.59%
CYP3A4 substrate	+	0.7518	75.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8869	88.69%
CYP3A4 inhibition	-	0.6485	64.85%
CYP2C9 inhibition	-	0.8438	84.38%
CYP2C19 inhibition	-	0.8858	88.58%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.8417	84.17%
CYP2C8 inhibition	+	0.8494	84.94%
CYP inhibitory promiscuity	-	0.9590	95.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6075	60.75%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8972	89.72%
Skin irritation	-	0.6315	63.15%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7812	78.12%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8967	89.67%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8392	83.92%
Acute Oral Toxicity (c)	III	0.7534	75.34%
Estrogen receptor binding	+	0.6690	66.90%
Androgen receptor binding	+	0.7590	75.90%
Thyroid receptor binding	+	0.7044	70.44%
Glucocorticoid receptor binding	+	0.8057	80.57%
Aromatase binding	+	0.6649	66.49%
PPAR gamma	+	0.8123	81.23%
Honey bee toxicity	-	0.6314	63.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9824	98.24%

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	99.32%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.75%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	95.39%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.77%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.26%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.22%	95.56%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	93.59%	89.44%
CHEMBL5028	O14672	ADAM10	91.45%	97.50%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	90.50%	89.67%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.19%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.45%	94.45%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.32%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.58%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	85.95%	94.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.87%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.69%	95.83%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.32%	91.07%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.16%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	84.14%	94.62%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	82.92%	91.65%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.08%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.95%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.70%	93.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.10%	97.14%

Plants that contains it

• Camellia sinensis

Cross-Links

• PubChem: 163033938
• LOTUS: LTS0239924
• wikiData: Q105202916