[(2E)-2-[(1S,2R,3S,5R,6S,7R,8S,9S,12R)-2,12-dihydroxy-8-methoxy-7-methyl-2',11-dioxo-12-propan-2-ylspiro[4,10-dioxatetracyclo[7.2.1.02,7.03,5]dodecane-6,5'-oxolane]-3'-ylidene]-2-methoxyethyl] 3,4,5-trihydroxybenzoate

Details

• Internal ID: 126a7a30-ef09-4459-9da3-a88fa2b72d69
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: [(2E)-2-[(1S,2R,3S,5R,6S,7R,8S,9S,12R)-2,12-dihydroxy-8-methoxy-7-methyl-2',11-dioxo-12-propan-2-ylspiro[4,10-dioxatetracyclo[7.2.1.02,7.03,5]dodecane-6,5'-oxolane]-3'-ylidene]-2-methoxyethyl] 3,4,5-trihydroxybenzoate
• SMILES (Canonical): CC(C)C1(C2C(C3(C4(CC(=C(COC(=O)C5=CC(=C(C(=C5)O)O)O)OC)C(=O)O4)C6C(C3(C1C(=O)O2)O)O6)C)OC)O
• SMILES (Isomeric): CC(C)[C@@]1([C@@H]2[C@H]([C@]3([C@@]4(C/C(=C(/COC(=O)C5=CC(=C(C(=C5)O)O)O)\OC)/C(=O)O4)[C@H]6[C@@H]([C@]3([C@H]1C(=O)O2)O)O6)C)OC)O
• InChI: InChI=1S/C28H32O14/c1-10(2)27(35)17-24(34)41-20(27)18(38-5)25(3)26(19-21(40-19)28(17,25)36)8-12(23(33)42-26)15(37-4)9-39-22(32)11-6-13(29)16(31)14(30)7-11/h6-7,10,17-21,29-31,35-36H,8-9H2,1-5H3/b15-12+/t17-,18+,19+,20-,21-,25-,26+,27+,28-/m0/s1
• InChI Key: LJFIHIWCBLUNCE-INOHNPJSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₄
• Molecular Weight: 592.50 g/mol
• Exact Mass: 592.17920569 g/mol
• Topological Polar Surface Area (TPSA): 211.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.02
• H-Bond Acceptor: 14
• H-Bond Donor: 5
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8813	88.13%
Caco-2	-	0.8286	82.86%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6776	67.76%
OATP2B1 inhibitior	-	0.5763	57.63%
OATP1B1 inhibitior	+	0.7868	78.68%
OATP1B3 inhibitior	+	0.9474	94.74%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7007	70.07%
P-glycoprotein inhibitior	+	0.7066	70.66%
P-glycoprotein substrate	+	0.6299	62.99%
CYP3A4 substrate	+	0.7034	70.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8718	87.18%
CYP3A4 inhibition	-	0.6856	68.56%
CYP2C9 inhibition	-	0.6956	69.56%
CYP2C19 inhibition	-	0.6320	63.20%
CYP2D6 inhibition	-	0.8658	86.58%
CYP1A2 inhibition	-	0.7062	70.62%
CYP2C8 inhibition	+	0.6203	62.03%
CYP inhibitory promiscuity	-	0.6596	65.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5823	58.23%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9035	90.35%
Skin irritation	-	0.7401	74.01%
Skin corrosion	-	0.9309	93.09%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5858	58.58%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.7841	78.41%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7432	74.32%
Acute Oral Toxicity (c)	III	0.4063	40.63%
Estrogen receptor binding	+	0.7701	77.01%
Androgen receptor binding	+	0.7729	77.29%
Thyroid receptor binding	+	0.5470	54.70%
Glucocorticoid receptor binding	+	0.7152	71.52%
Aromatase binding	+	0.7100	71.00%
PPAR gamma	+	0.7137	71.37%
Honey bee toxicity	-	0.8062	80.62%
Biodegradation	-	0.8500	85.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.09%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.54%	94.45%
CHEMBL4208	P20618	Proteasome component C5	93.24%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.41%	91.07%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.12%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.01%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.98%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.68%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.14%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	89.07%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.99%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.38%	95.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.37%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.75%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.26%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.77%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	85.20%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.44%	97.14%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	84.03%	94.42%
CHEMBL2535	P11166	Glucose transporter	83.69%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.63%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.26%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.80%	97.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.53%	97.21%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.01%	80.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.63%	96.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.52%	91.24%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.20%	96.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.10%	95.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.09%	89.34%

Plants that contains it

• Picrodendron baccatum

Cross-Links

• PubChem: 101630475
• LOTUS: LTS0211196
• wikiData: Q105152530