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

Details

• Internal ID: e80c96e8-3692-4c0e-ab33-5ef6af068965
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 4-[4,5-dihydroxy-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-6-[[8-hydroxy-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-10-(2-methylbut-2-enoyloxy)-9-(3-phenylprop-2-enoyloxy)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-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(CC2O)C)C)(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)CO)OC(=O)C=CC1=CC=CC=C1
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(CC2O)C)C)(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)CO)OC(=O)C=CC1=CC=CC=C1
• InChI: InChI=1S/C66H96O26/c1-10-30(2)56(82)92-53-54(87-41(72)19-16-31-14-12-11-13-15-31)66(29-68)33(24-61(53,3)4)32-17-18-38-63(7)22-21-40(62(5,6)37(63)20-23-64(38,8)65(32,9)25-39(66)71)86-60-52(91-58-47(78)45(76)44(75)36(26-67)85-58)49(48(79)50(89-60)55(80)81)88-59-51(43(74)35(70)28-84-59)90-57-46(77)42(73)34(69)27-83-57/h10-17,19,33-40,42-54,57-60,67-71,73-79H,18,20-29H2,1-9H3,(H,80,81)
• InChI Key: FBUNSCNGNCDREX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₆H₉₆O₂₆
• Molecular Weight: 1305.40 g/mol
• Exact Mass: 1304.61898316 g/mol
• Topological Polar Surface Area (TPSA): 407.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 0.50
• H-Bond Acceptor: 25
• H-Bond Donor: 13
• Rotatable Bonds: 16

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	-	0.8606	86.06%
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	+	0.7538	75.38%
OATP1B3 inhibitior	-	0.4332	43.32%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5776	57.76%
BSEP inhibitior	+	0.9808	98.08%
P-glycoprotein inhibitior	+	0.7436	74.36%
P-glycoprotein substrate	+	0.6480	64.80%
CYP3A4 substrate	+	0.7532	75.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8893	88.93%
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	+	0.8490	84.90%
CYP inhibitory promiscuity	-	0.9590	95.90%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6075	60.75%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.8967	89.67%
Skin irritation	-	0.6315	63.15%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	-	0.6578	65.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7836	78.36%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.8967	89.67%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7863	78.63%
Acute Oral Toxicity (c)	III	0.7534	75.34%
Estrogen receptor binding	+	0.6177	61.77%
Androgen receptor binding	+	0.7627	76.27%
Thyroid receptor binding	+	0.7219	72.19%
Glucocorticoid receptor binding	+	0.8144	81.44%
Aromatase binding	+	0.6998	69.98%
PPAR gamma	+	0.8093	80.93%
Honey bee toxicity	-	0.6237	62.37%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
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	99.38%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	98.09%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.76%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.00%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.88%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.38%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	93.18%	94.75%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	91.96%	89.67%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	91.91%	89.44%
CHEMBL4302	P08183	P-glycoprotein 1	90.88%	92.98%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.64%	95.50%
CHEMBL5028	O14672	ADAM10	89.41%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.54%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.64%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.11%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.06%	93.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.36%	96.00%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	85.19%	91.65%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.18%	99.17%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.75%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.06%	95.89%
CHEMBL325	Q13547	Histone deacetylase 1	84.00%	95.92%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.57%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.50%	100.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	81.48%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	81.44%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.30%	97.14%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.43%	94.08%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	80.02%	94.23%

Plants that contains it

• Camellia sinensis

Cross-Links

• PubChem: 73128383
• LOTUS: LTS0243281
• wikiData: Q104992952