[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl] (4R,4aR,6aR,6aS,6bR,8R,8aR,9R,10R,11S,12aR,14bR)-8,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4-carboxylate

Details

• Internal ID: 7348d85e-4edd-4c1c-b520-4e7cc997039c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl] (4R,4aR,6aR,6aS,6bR,8R,8aR,9R,10R,11S,12aR,14bR)-8,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,4a,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C3CC(CC4C3CCC5(C4=CCC6C5(CC(C7C6(CC(C(C7(C)CO)OC8C(C(C(C(O8)CO)O)O)O)O)C)O)C)C)(C)C)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2OC(=O)[C@@H]3CC(C[C@@H]4[C@H]3CC[C@@]5(C4=CC[C@H]6[C@]5(C[C@H]([C@@H]7[C@@]6(C[C@@H]([C@@H]([C@@]7(C)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)C)O)C)C)(C)C)O)O)O)O)O
• InChI: InChI=1S/C47H76O19/c1-19-29(53)32(56)34(58)40(62-19)64-36-30(54)26(52)17-61-42(36)66-39(60)22-13-43(2,3)12-21-20(22)10-11-46(6)23(21)8-9-28-44(4)14-25(51)38(45(5,18-49)37(44)24(50)15-47(28,46)7)65-41-35(59)33(57)31(55)27(16-48)63-41/h8,19-22,24-38,40-42,48-59H,9-18H2,1-7H3/t19-,20+,21+,22+,24+,25-,26-,27+,28+,29-,30-,31+,32+,33-,34+,35+,36+,37+,38-,40-,41-,42-,44+,45-,46+,47+/m0/s1
• InChI Key: SAZGUHGWGKYROI-HWQKDXGTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₆O₁₉
• Molecular Weight: 945.10 g/mol
• Exact Mass: 944.49808019 g/mol
• Topological Polar Surface Area (TPSA): 315.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -1.42
• H-Bond Acceptor: 19
• H-Bond Donor: 12
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8901	89.01%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8189	81.89%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.8792	87.92%
P-glycoprotein inhibitior	+	0.7518	75.18%
P-glycoprotein substrate	+	0.6080	60.80%
CYP3A4 substrate	+	0.7325	73.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	+	0.7459	74.59%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9065	90.65%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.6570	65.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6712	67.12%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7477	74.77%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.7329	73.29%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.8119	81.19%
Androgen receptor binding	+	0.7511	75.11%
Thyroid receptor binding	-	0.5263	52.63%
Glucocorticoid receptor binding	+	0.7399	73.99%
Aromatase binding	+	0.6466	64.66%
PPAR gamma	+	0.7972	79.72%
Honey bee toxicity	-	0.6315	63.15%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5550	55.50%
Fish aquatic toxicity	+	0.9411	94.11%

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	99.35%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.56%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.45%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.38%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.27%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.15%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.08%	96.61%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.67%	96.77%
CHEMBL2581	P07339	Cathepsin D	91.42%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	89.39%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.13%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.04%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.31%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.26%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.07%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.07%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.69%	94.00%

Plants that contains it

• Mimusops elengi

Cross-Links

• PubChem: 162879301
• LOTUS: LTS0130568
• wikiData: Q105249243