[5-Acetyloxy-4,26-dihydroxy-6-methyl-17,20-dioxo-24-(3-phenylprop-2-enoyloxy)-10-propyl-2,7,9,21,27-pentaoxatricyclo[21.3.1.03,8]heptacosan-25-yl] 2-methylbut-2-enoate

Details

• Internal ID: b61c280f-53f8-4cda-89aa-56fa2b083159
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [5-acetyloxy-4,26-dihydroxy-6-methyl-17,20-dioxo-24-(3-phenylprop-2-enoyloxy)-10-propyl-2,7,9,21,27-pentaoxatricyclo[21.3.1.03,8]heptacosan-25-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CCCC1CCCCCCC(=O)CCC(=O)OCC2C(C(C(C(O2)OC3C(C(C(OC3O1)C)OC(=O)C)O)O)OC(=O)C(=CC)C)OC(=O)C=CC4=CC=CC=C4
• SMILES (Isomeric): CCCC1CCCCCCC(=O)CCC(=O)OCC2C(C(C(C(O2)OC3C(C(C(OC3O1)C)OC(=O)C)O)O)OC(=O)C(=CC)C)OC(=O)C=CC4=CC=CC=C4
• InChI: InChI=1S/C42H58O15/c1-6-15-30-19-14-9-8-13-18-29(44)21-23-32(45)50-24-31-37(55-33(46)22-20-28-16-11-10-12-17-28)38(56-40(49)25(3)7-2)35(48)41(54-31)57-39-34(47)36(52-27(5)43)26(4)51-42(39)53-30/h7,10-12,16-17,20,22,26,30-31,34-39,41-42,47-48H,6,8-9,13-15,18-19,21,23-24H2,1-5H3
• InChI Key: UIMJTDXGFNDFRJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₈O₁₅
• Molecular Weight: 802.90 g/mol
• Exact Mass: 802.37757114 g/mol
• Topological Polar Surface Area (TPSA): 200.00 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.43
• H-Bond Acceptor: 15
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8980	89.80%
Caco-2	-	0.8562	85.62%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8233	82.33%
OATP2B1 inhibitior	-	0.7105	71.05%
OATP1B1 inhibitior	+	0.8247	82.47%
OATP1B3 inhibitior	+	0.8651	86.51%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9800	98.00%
P-glycoprotein inhibitior	+	0.7753	77.53%
P-glycoprotein substrate	+	0.6969	69.69%
CYP3A4 substrate	+	0.6937	69.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8894	88.94%
CYP3A4 inhibition	-	0.5433	54.33%
CYP2C9 inhibition	-	0.8544	85.44%
CYP2C19 inhibition	-	0.6455	64.55%
CYP2D6 inhibition	-	0.9058	90.58%
CYP1A2 inhibition	-	0.7067	70.67%
CYP2C8 inhibition	+	0.7706	77.06%
CYP inhibitory promiscuity	-	0.7884	78.84%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6085	60.85%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9176	91.76%
Skin irritation	-	0.7578	75.78%
Skin corrosion	-	0.9733	97.33%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6995	69.95%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5165	51.65%
skin sensitisation	-	0.8702	87.02%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.9175	91.75%
Acute Oral Toxicity (c)	III	0.6637	66.37%
Estrogen receptor binding	+	0.8282	82.82%
Androgen receptor binding	-	0.4921	49.21%
Thyroid receptor binding	-	0.4948	49.48%
Glucocorticoid receptor binding	+	0.7042	70.42%
Aromatase binding	+	0.5415	54.15%
PPAR gamma	+	0.7253	72.53%
Honey bee toxicity	-	0.7384	73.84%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9875	98.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.74%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.33%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.58%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.42%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	95.95%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.45%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.05%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.87%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.26%	93.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.19%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.10%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.88%	97.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.39%	91.71%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	86.51%	83.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.05%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.97%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.92%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.27%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.78%	99.23%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.89%	96.25%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.66%	94.08%
CHEMBL3401	O75469	Pregnane X receptor	80.26%	94.73%

Plants that contains it

• Ipomoea squamosa

Cross-Links

• PubChem: 72795462
• LOTUS: LTS0183068
• wikiData: Q105273477