[(1R,5R,6R,8S,9S,10S,13S,14R,15S)-14-(3-hydroxy-3-methylbutanoyl)oxy-10-methyl-5-(3-methylbutanoyloxy)-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: c57b0511-c716-49c4-9469-c8d42d6fbc68
• 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-(3-methylbutanoyloxy)-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): CC(C)CC(=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)CC(=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/c1-14(2)8-19(31)40-25-15-9-18(38-20(32)11-27(3,4)35)24-29(7)16-10-30(15,24)17(13-37-25)23(41-26(29)34)22(16)39-21(33)12-28(5,6)36/h13-16,18,22-25,35-36H,8-12H2,1-7H3/t15-,16+,18-,22+,23-,24+,25+,29-,30+/m0/s1
• InChI Key: DTMGDUWELCDKTM-RHFGLQGBSA-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: 1.70
• 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	+	0.9824	98.24%
Caco-2	-	0.7910	79.10%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7400	74.00%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.8248	82.48%
OATP1B3 inhibitior	+	0.8477	84.77%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7861	78.61%
P-glycoprotein inhibitior	+	0.7858	78.58%
P-glycoprotein substrate	+	0.6193	61.93%
CYP3A4 substrate	+	0.6936	69.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8610	86.10%
CYP3A4 inhibition	-	0.6795	67.95%
CYP2C9 inhibition	-	0.8726	87.26%
CYP2C19 inhibition	-	0.9266	92.66%
CYP2D6 inhibition	-	0.9552	95.52%
CYP1A2 inhibition	-	0.9141	91.41%
CYP2C8 inhibition	-	0.5823	58.23%
CYP inhibitory promiscuity	-	0.9307	93.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5039	50.39%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9102	91.02%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9323	93.23%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6608	66.08%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6306	63.06%
skin sensitisation	-	0.7850	78.50%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.4805	48.05%
Acute Oral Toxicity (c)	I	0.6315	63.15%
Estrogen receptor binding	+	0.7775	77.75%
Androgen receptor binding	+	0.6769	67.69%
Thyroid receptor binding	+	0.5524	55.24%
Glucocorticoid receptor binding	+	0.7450	74.50%
Aromatase binding	+	0.7254	72.54%
PPAR gamma	+	0.6878	68.78%
Honey bee toxicity	-	0.7745	77.45%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9897	98.97%

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	97.91%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.97%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.64%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.98%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.01%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.50%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.35%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.89%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.12%	91.07%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.06%	90.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.06%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.96%	82.69%
CHEMBL2996	Q05655	Protein kinase C delta	84.43%	97.79%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.04%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	83.75%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.14%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.34%	99.17%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.87%	97.33%
CHEMBL5028	O14672	ADAM10	81.24%	97.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.48%	96.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.09%	96.47%

Plants that contains it

• Trixis grisebachii

Cross-Links

• PubChem: 162886248
• LOTUS: LTS0245631
• wikiData: Q104988872