(13S,14E,15S,22S)-14-ethylidene-4,22-dihydroxy-15-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,10,16,20-tetraoxatetracyclo[21.2.2.13,7.013,18]octacosa-1(25),3,5,7(28),17,23,26-heptaene-11,19-dione

Details

• Internal ID: 5804e708-df8a-4ecf-8b05-ccb27b8cbc8f
• Taxonomy: Phenylpropanoids and polyketides > Macrolides and analogues
• IUPAC Name: (13S,14E,15S,22S)-14-ethylidene-4,22-dihydroxy-15-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,10,16,20-tetraoxatetracyclo[21.2.2.13,7.013,18]octacosa-1(25),3,5,7(28),17,23,26-heptaene-11,19-dione
• SMILES (Canonical): CC=C1C2CC(=O)OCCC3=CC(=C(C=C3)O)OC4=CC=C(C=C4)C(COC(=O)C2=COC1OC5C(C(C(C(O5)CO)O)O)O)O
• SMILES (Isomeric): C/C=C/1\[C@@H]2CC(=O)OCCC3=CC(=C(C=C3)O)OC4=CC=C(C=C4)[C@@H](COC(=O)C2=CO[C@H]1O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O
• InChI: InChI=1S/C32H36O14/c1-2-19-20-12-26(36)41-10-9-16-3-8-22(34)24(11-16)44-18-6-4-17(5-7-18)23(35)15-42-30(40)21(20)14-43-31(19)46-32-29(39)28(38)27(37)25(13-33)45-32/h2-8,11,14,20,23,25,27-29,31-35,37-39H,9-10,12-13,15H2,1H3/b19-2+/t20-,23+,25+,27+,28-,29+,31-,32-/m0/s1
• InChI Key: DLYOKZZUSFCIKC-PLKVFDHASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₆O₁₄
• Molecular Weight: 644.60 g/mol
• Exact Mass: 644.21050582 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.87
• H-Bond Acceptor: 14
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5438	54.38%
Caco-2	-	0.9019	90.19%
Blood Brain Barrier	-	0.6150	61.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8357	83.57%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8376	83.76%
OATP1B3 inhibitior	+	0.9159	91.59%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8320	83.20%
P-glycoprotein inhibitior	+	0.6157	61.57%
P-glycoprotein substrate	+	0.5543	55.43%
CYP3A4 substrate	+	0.6995	69.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8726	87.26%
CYP3A4 inhibition	-	0.8597	85.97%
CYP2C9 inhibition	-	0.8652	86.52%
CYP2C19 inhibition	-	0.7866	78.66%
CYP2D6 inhibition	-	0.8665	86.65%
CYP1A2 inhibition	-	0.6841	68.41%
CYP2C8 inhibition	+	0.7170	71.70%
CYP inhibitory promiscuity	-	0.9441	94.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6616	66.16%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9283	92.83%
Skin irritation	-	0.7854	78.54%
Skin corrosion	-	0.9510	95.10%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6978	69.78%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.7841	78.41%
skin sensitisation	-	0.8407	84.07%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.4931	49.31%
Acute Oral Toxicity (c)	III	0.5922	59.22%
Estrogen receptor binding	+	0.8134	81.34%
Androgen receptor binding	+	0.7278	72.78%
Thyroid receptor binding	-	0.4934	49.34%
Glucocorticoid receptor binding	+	0.6644	66.44%
Aromatase binding	-	0.5478	54.78%
PPAR gamma	+	0.6874	68.74%
Honey bee toxicity	-	0.7027	70.27%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9667	96.67%

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	99.29%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.16%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	96.78%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.31%	95.56%
CHEMBL220	P22303	Acetylcholinesterase	95.53%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.87%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.82%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.30%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.10%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.06%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	88.30%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.25%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.89%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	84.93%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.88%	99.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.47%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.69%	94.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.87%	95.83%

Plants that contains it

• Fraxinus ornus

Cross-Links

• PubChem: 163194960
• LOTUS: LTS0243766
• wikiData: Q104984879