[(1R,5R,6R,8S,9S,10S,13S,14R,15S)-14-(3-hydroxy-3-methylbutanoyl)oxy-10-methyl-5-[(2R)-2-methylbutanoyl]oxy-11-oxo-4,12-dioxapentacyclo[7.7.0.01,6.02,13.010,15]hexadec-2-en-8-yl] 3-hydroxy-3-methylbutanoate

Details

• Internal ID: c412b619-0c03-40aa-852b-6a1d7e25ae1e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tetracarboxylic acids and derivatives
• IUPAC Name: [(1R,5R,6R,8S,9S,10S,13S,14R,15S)-14-(3-hydroxy-3-methylbutanoyl)oxy-10-methyl-5-[(2R)-2-methylbutanoyl]oxy-11-oxo-4,12-dioxapentacyclo[7.7.0.01,6.02,13.010,15]hexadec-2-en-8-yl] 3-hydroxy-3-methylbutanoate
• SMILES (Canonical): CCC(C)C(=O)OC1C2CC(C3C24CC5C3(C(=O)OC(C5OC(=O)CC(C)(C)O)C4=CO1)C)OC(=O)CC(C)(C)O
• SMILES (Isomeric): CC[C@@H](C)C(=O)O[C@@H]1[C@@H]2C[C@@H]([C@H]3[C@]24C[C@H]5[C@@]3(C(=O)O[C@H]([C@@H]5OC(=O)CC(C)(C)O)C4=CO1)C)OC(=O)CC(C)(C)O
• InChI: InChI=1S/C30H42O11/c1-8-14(2)24(33)41-25-15-9-18(38-19(31)11-27(3,4)35)23-29(7)16-10-30(15,23)17(13-37-25)22(40-26(29)34)21(16)39-20(32)12-28(5,6)36/h13-16,18,21-23,25,35-36H,8-12H2,1-7H3/t14-,15+,16-,18+,21-,22+,23-,25-,29+,30-/m1/s1
• InChI Key: DNSXUAZEOOUJBI-OLIMVUPGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₂O₁₁
• Molecular Weight: 578.60 g/mol
• Exact Mass: 578.27271215 g/mol
• Topological Polar Surface Area (TPSA): 155.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	-	0.7605	76.05%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6985	69.85%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.8116	81.16%
OATP1B3 inhibitior	+	0.8971	89.71%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9228	92.28%
P-glycoprotein inhibitior	+	0.8000	80.00%
P-glycoprotein substrate	+	0.5900	59.00%
CYP3A4 substrate	+	0.6884	68.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8610	86.10%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8505	85.05%
CYP2C19 inhibition	-	0.8942	89.42%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.9209	92.09%
CYP2C8 inhibition	+	0.4943	49.43%
CYP inhibitory promiscuity	-	0.9030	90.30%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4990	49.90%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9152	91.52%
Skin irritation	+	0.5161	51.61%
Skin corrosion	-	0.9312	93.12%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6706	67.06%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6431	64.31%
skin sensitisation	-	0.7921	79.21%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6860	68.60%
Acute Oral Toxicity (c)	I	0.4071	40.71%
Estrogen receptor binding	+	0.7797	77.97%
Androgen receptor binding	+	0.6836	68.36%
Thyroid receptor binding	+	0.5548	55.48%
Glucocorticoid receptor binding	+	0.7871	78.71%
Aromatase binding	+	0.7464	74.64%
PPAR gamma	+	0.6954	69.54%
Honey bee toxicity	-	0.7563	75.63%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9927	99.27%

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	98.94%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.25%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.28%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.48%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.01%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.23%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.02%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.57%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	87.79%	97.79%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.79%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.62%	91.07%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.06%	93.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.02%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.93%	86.33%
CHEMBL299	P17252	Protein kinase C alpha	83.06%	98.03%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.01%	95.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.34%	96.95%
CHEMBL5255	O00206	Toll-like receptor 4	80.52%	92.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.16%	94.45%

Plants that contains it

• Sarcococca hookeriana
• Sarcococca saligna
• Trixis grisebachii

Cross-Links

• PubChem: 163043407
• LOTUS: LTS0108862
• wikiData: Q104667790