[(2S,3R,4S,5R)-4,5-dihydroxy-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-14-hydroxy-15-[(2S,4R)-4-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-9-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-3-yl] acetate

Details

• Internal ID: f41fefd6-363b-440f-9b98-238dd0b1bc89
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(2S,3R,4S,5R)-4,5-dihydroxy-2-[[(1S,3R,6S,8R,9S,11S,12S,14S,15R,16R)-14-hydroxy-15-[(2S,4R)-4-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-7,7,12,16-tetramethyl-9-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]oxan-3-yl] acetate
• SMILES (Canonical): CC(=O)OC1C(C(COC1OC2CCC34CC35CCC6(C(C(CC6(C5CC(C4C2(C)C)OC7C(C(C(CO7)O)O)O)C)O)C8(CC(CO8)C(C)(C)O)C)C)O)O
• SMILES (Isomeric): CC(=O)O[C@@H]1[C@H]([C@@H](CO[C@H]1O[C@H]2CC[C@]34C[C@]35CC[C@@]6([C@H]([C@H](C[C@]6([C@@H]5C[C@@H]([C@H]4C2(C)C)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)C)O)[C@@]8(C[C@H](CO8)C(C)(C)O)C)C)O)O
• InChI: InChI=1S/C42H68O14/c1-20(43)54-31-29(48)24(46)18-52-35(31)56-27-9-10-42-19-41(42)12-11-38(6)32(40(8)14-21(16-53-40)37(4,5)50)22(44)15-39(38,7)26(41)13-25(33(42)36(27,2)3)55-34-30(49)28(47)23(45)17-51-34/h21-35,44-50H,9-19H2,1-8H3/t21-,22+,23-,24-,25+,26+,27+,28+,29+,30-,31-,32+,33+,34+,35+,38-,39+,40+,41+,42-/m1/s1
• InChI Key: XLPVKQJJMXYZBL-DIGCTYCDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₈O₁₄
• Molecular Weight: 797.00 g/mol
• Exact Mass: 796.46090684 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.79
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7990	79.90%
Caco-2	-	0.8771	87.71%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7663	76.63%
OATP2B1 inhibitior	-	0.8717	87.17%
OATP1B1 inhibitior	+	0.8405	84.05%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7787	77.87%
BSEP inhibitior	-	0.5701	57.01%
P-glycoprotein inhibitior	+	0.7744	77.44%
P-glycoprotein substrate	+	0.5410	54.10%
CYP3A4 substrate	+	0.7282	72.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.8546	85.46%
CYP2C9 inhibition	-	0.8174	81.74%
CYP2C19 inhibition	-	0.8361	83.61%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	-	0.9036	90.36%
CYP2C8 inhibition	+	0.7295	72.95%
CYP inhibitory promiscuity	-	0.9633	96.33%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6192	61.92%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9084	90.84%
Skin irritation	-	0.7109	71.09%
Skin corrosion	-	0.9370	93.70%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7251	72.51%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6774	67.74%
skin sensitisation	-	0.8966	89.66%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.8938	89.38%
Acute Oral Toxicity (c)	I	0.5902	59.02%
Estrogen receptor binding	+	0.6362	63.62%
Androgen receptor binding	+	0.7433	74.33%
Thyroid receptor binding	-	0.5936	59.36%
Glucocorticoid receptor binding	+	0.6937	69.37%
Aromatase binding	+	0.6880	68.80%
PPAR gamma	+	0.7439	74.39%
Honey bee toxicity	-	0.6125	61.25%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9389	93.89%

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	98.31%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.97%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.63%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	91.12%	94.62%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.83%	83.57%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.14%	96.77%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.01%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	87.93%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.50%	97.14%
CHEMBL1914	P06276	Butyrylcholinesterase	86.80%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.54%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.54%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.21%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.10%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.57%	95.89%
CHEMBL284	P27487	Dipeptidyl peptidase IV	85.34%	95.69%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.80%	94.08%
CHEMBL2581	P07339	Cathepsin D	84.73%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.66%	91.07%
CHEMBL259	P32245	Melanocortin receptor 4	83.23%	95.38%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.79%	82.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.64%	95.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.62%	91.24%
CHEMBL204	P00734	Thrombin	81.58%	96.01%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.19%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.30%	95.71%

Plants that contains it

• Astragalus babatagi

Cross-Links

• PubChem: 162973437
• LOTUS: LTS0233055
• wikiData: Q105330181