2,12-Dihydroxy-8-methoxy-3'-[1-methoxy-3-oxo-3-(3,4,5-trihydroxyphenyl)propylidene]-7-methyl-12-propan-2-ylspiro[4,10-dioxatetracyclo[7.2.1.02,7.03,5]dodecane-6,5'-oxolane]-2',11-dione

Details

• Internal ID: 4f332efc-dd02-4110-b70a-e3d9720e24e8
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: 2,12-dihydroxy-8-methoxy-3'-[1-methoxy-3-oxo-3-(3,4,5-trihydroxyphenyl)propylidene]-7-methyl-12-propan-2-ylspiro[4,10-dioxatetracyclo[7.2.1.02,7.03,5]dodecane-6,5'-oxolane]-2',11-dione
• SMILES (Canonical): CC(C)C1(C2C(C3(C4(CC(=C(CC(=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)C1(C2C(C3(C4(CC(=C(CC(=O)C5=CC(=C(C(=C5)O)O)O)OC)C(=O)O4)C6C(C3(C1C(=O)O2)O)O6)C)OC)O
• InChI: InChI=1S/C28H32O13/c1-10(2)27(35)18-24(34)40-21(27)19(38-5)25(3)26(20-22(39-20)28(18,25)36)9-12(23(33)41-26)16(37-4)8-13(29)11-6-14(30)17(32)15(31)7-11/h6-7,10,18-22,30-32,35-36H,8-9H2,1-5H3
• InChI Key: FVUBKLFJOPKGMQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₃
• Molecular Weight: 576.50 g/mol
• Exact Mass: 576.18429107 g/mol
• Topological Polar Surface Area (TPSA): 202.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.44
• H-Bond Acceptor: 13
• 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	+	0.9016	90.16%
Caco-2	-	0.8191	81.91%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5991	59.91%
OATP2B1 inhibitior	-	0.7182	71.82%
OATP1B1 inhibitior	+	0.7989	79.89%
OATP1B3 inhibitior	+	0.9279	92.79%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9198	91.98%
P-glycoprotein inhibitior	+	0.6911	69.11%
P-glycoprotein substrate	+	0.6402	64.02%
CYP3A4 substrate	+	0.6993	69.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8698	86.98%
CYP3A4 inhibition	-	0.5693	56.93%
CYP2C9 inhibition	-	0.6774	67.74%
CYP2C19 inhibition	-	0.5931	59.31%
CYP2D6 inhibition	-	0.8508	85.08%
CYP1A2 inhibition	-	0.7450	74.50%
CYP2C8 inhibition	+	0.5215	52.15%
CYP inhibitory promiscuity	-	0.6372	63.72%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4932	49.32%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9045	90.45%
Skin irritation	-	0.7210	72.10%
Skin corrosion	-	0.9221	92.21%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5146	51.46%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5033	50.33%
skin sensitisation	-	0.7850	78.50%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7463	74.63%
Acute Oral Toxicity (c)	III	0.3758	37.58%
Estrogen receptor binding	+	0.8168	81.68%
Androgen receptor binding	+	0.7536	75.36%
Thyroid receptor binding	+	0.5372	53.72%
Glucocorticoid receptor binding	+	0.7834	78.34%
Aromatase binding	+	0.7419	74.19%
PPAR gamma	+	0.7266	72.66%
Honey bee toxicity	-	0.8134	81.34%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9911	99.11%

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	99.78%	91.11%
CHEMBL4208	P20618	Proteasome component C5	94.13%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.68%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.01%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	90.90%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.83%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.32%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.29%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.16%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.98%	96.95%
CHEMBL2581	P07339	Cathepsin D	88.83%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.38%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.99%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.51%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.93%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.73%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.16%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.12%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.26%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	83.86%	94.73%
CHEMBL2535	P11166	Glucose transporter	83.53%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	83.48%	91.19%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	83.32%	80.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.83%	98.75%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.75%	85.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.28%	94.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.15%	89.50%

Plants that contains it

• Picrodendron baccatum

Cross-Links

• PubChem: 163069879
• LOTUS: LTS0119690
• wikiData: Q105002739