6-[[8,9-Diacetyloxy-4-formyl-8a-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-(3-methylbutanoyloxy)-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: 1d4c657a-bc31-4eb7-9610-ef4b4423d539
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 6-[[8,9-diacetyloxy-4-formyl-8a-(hydroxymethyl)-4,6a,6b,11,11,14b-hexamethyl-10-(3-methylbutanoyloxy)-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(C)CC(=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(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
• SMILES (Isomeric): CC(C)CC(=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(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
• InChI: InChI=1S/C61H94O28/c1-25(2)17-37(69)85-49-50(82-27(4)66)61(24-64)29(18-56(49,5)6)28-11-12-34-57(7)15-14-35(58(8,23-63)33(57)13-16-59(34,9)60(28,10)19-36(61)81-26(3)65)84-55-48(89-53-43(75)41(73)40(72)32(20-62)83-53)45(44(76)46(87-55)51(77)78)86-54-47(39(71)31(68)22-80-54)88-52-42(74)38(70)30(67)21-79-52/h11,23,25,29-36,38-50,52-55,62,64,67-68,70-76H,12-22,24H2,1-10H3,(H,77,78)
• InChI Key: DHFXNNAECYNJCO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₉₄O₂₈
• Molecular Weight: 1275.40 g/mol
• Exact Mass: 1274.59316234 g/mol
• Topological Polar Surface Area (TPSA): 430.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.36
• H-Bond Acceptor: 27
• H-Bond Donor: 12
• Rotatable Bonds: 17

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	-	0.8630	86.30%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7727	77.27%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9761	97.61%
P-glycoprotein inhibitior	+	0.7447	74.47%
P-glycoprotein substrate	+	0.6612	66.12%
CYP3A4 substrate	+	0.7471	74.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8828	88.28%
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	+	0.7946	79.46%
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	-	0.8972	89.72%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7596	75.96%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.7482	74.82%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6936	69.36%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.6704	67.04%
Androgen receptor binding	+	0.7599	75.99%
Thyroid receptor binding	+	0.6903	69.03%
Glucocorticoid receptor binding	+	0.8013	80.13%
Aromatase binding	+	0.6762	67.62%
PPAR gamma	+	0.8196	81.96%
Honey bee toxicity	-	0.6318	63.18%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
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	98.60%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.03%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.30%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.14%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	89.40%	90.17%
CHEMBL5028	O14672	ADAM10	88.67%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	88.66%	94.33%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.48%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.79%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.17%	94.08%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.95%	96.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.51%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.20%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.36%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.05%	93.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.83%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.59%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.93%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.73%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.34%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	82.19%	95.93%
CHEMBL4208	P20618	Proteasome component C5	81.17%	90.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.16%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.12%	86.33%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.02%	97.29%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.82%	95.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.36%	96.90%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.35%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.32%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.19%	93.00%

Plants that contains it

• Camellia sinensis

Cross-Links

• PubChem: 162988327
• LOTUS: LTS0000828
• wikiData: Q104979994