[4a-(Acetyloxymethyl)-10-[4,5-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxy-4,5,6-trihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-3-yl] 2-methylbutanoate

Details

• Internal ID: 3fb26d25-f721-4df9-9d26-5e8f7c0e645d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [4a-(acetyloxymethyl)-10-[4,5-dihydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxy-4,5,6-trihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicen-3-yl] 2-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(C(C2O)O)C)C)(C)C)OC6C(C(C(C(O6)COC7C(C(C(CO7)O)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)COC(=O)C)O
• SMILES (Isomeric): CCC(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(C(C5CCC4(C3(C(C2O)O)C)C)(C)C)OC6C(C(C(C(O6)COC7C(C(C(CO7)O)O)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)COC(=O)C)O
• InChI: InChI=1S/C54H88O22/c1-11-23(2)45(68)76-44-43(67)54(22-71-24(3)56)26(18-49(44,4)5)25-12-13-31-51(8)16-15-32(50(6,7)30(51)14-17-52(31,9)53(25,10)41(65)42(54)66)74-48-40(75-47-39(64)36(61)34(59)28(19-55)72-47)37(62)35(60)29(73-48)21-70-46-38(63)33(58)27(57)20-69-46/h12,23,26-44,46-48,55,57-67H,11,13-22H2,1-10H3
• InChI Key: MDWUUNXYJNBKSO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₈O₂₂
• Molecular Weight: 1089.30 g/mol
• Exact Mass: 1088.57672443 g/mol
• Topological Polar Surface Area (TPSA): 351.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -0.70
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8539	85.39%
Caco-2	-	0.8758	87.58%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8575	85.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7723	77.23%
OATP1B3 inhibitior	-	0.3799	37.99%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6026	60.26%
BSEP inhibitior	+	0.9362	93.62%
P-glycoprotein inhibitior	+	0.7477	74.77%
P-glycoprotein substrate	+	0.6283	62.83%
CYP3A4 substrate	+	0.7414	74.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.6349	63.49%
CYP2C9 inhibition	-	0.8494	84.94%
CYP2C19 inhibition	-	0.8968	89.68%
CYP2D6 inhibition	-	0.9384	93.84%
CYP1A2 inhibition	-	0.9102	91.02%
CYP2C8 inhibition	+	0.7718	77.18%
CYP inhibitory promiscuity	-	0.9556	95.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5892	58.92%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.5592	55.92%
Skin corrosion	-	0.9422	94.22%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7368	73.68%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7993	79.93%
skin sensitisation	-	0.9039	90.39%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.8990	89.90%
Acute Oral Toxicity (c)	III	0.7630	76.30%
Estrogen receptor binding	+	0.7786	77.86%
Androgen receptor binding	+	0.7529	75.29%
Thyroid receptor binding	+	0.5761	57.61%
Glucocorticoid receptor binding	+	0.7837	78.37%
Aromatase binding	+	0.6549	65.49%
PPAR gamma	+	0.8103	81.03%
Honey bee toxicity	-	0.6495	64.95%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5305	53.05%
Fish aquatic toxicity	+	0.9719	97.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.73%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.62%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.29%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.16%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.77%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.57%	96.77%
CHEMBL226	P30542	Adenosine A1 receptor	93.82%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.66%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	91.80%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.15%	97.09%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	90.51%	91.65%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.47%	96.21%
CHEMBL2996	Q05655	Protein kinase C delta	88.02%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.47%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.95%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.76%	95.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.35%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.24%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.22%	95.89%
CHEMBL5028	O14672	ADAM10	84.61%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.40%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	84.36%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.15%	97.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.41%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.71%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.59%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.59%	96.90%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.34%	95.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.26%	97.29%

Plants that contains it

• Hydrocotyle ranunculoides

Cross-Links

• PubChem: 162963818
• LOTUS: LTS0089902
• wikiData: Q105162008