(1S,2R,5S,6S,7S,9S,10S,14R,15S,19R)-6,15-dihydroxy-19-[(E,3S)-3-hydroxybut-1-enyl]-14-methyl-7-[(2S,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy-20-oxatetracyclo[10.10.0.02,10.05,9]docosa-3,11-diene-13,21-dione

Details

• Internal ID: 7df37c64-8307-460f-a15b-a92075a3f6b9
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: (1S,2R,5S,6S,7S,9S,10S,14R,15S,19R)-6,15-dihydroxy-19-[(E,3S)-3-hydroxybut-1-enyl]-14-methyl-7-[(2S,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxy-20-oxatetracyclo[10.10.0.02,10.05,9]docosa-3,11-diene-13,21-dione
• SMILES (Canonical): CC1C(CCCC(OC(=O)CC2C3C=CC4C(C3C=C2C1=O)CC(C4O)OC5C(C(C(C(O5)C)OC)OC)OC)C=CC(C)O)O
• SMILES (Isomeric): C[C@@H]1[C@H](CCC[C@@H](OC(=O)C[C@H]2[C@@H]3C=C[C@H]4[C@H]([C@@H]3C=C2C1=O)C[C@@H]([C@H]4O)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)OC)OC)OC)/C=C/[C@H](C)O)O
• InChI: InChI=1S/C35H52O11/c1-17(36)10-11-20-8-7-9-27(37)18(2)30(39)26-14-23-21(25(26)16-29(38)45-20)12-13-22-24(23)15-28(31(22)40)46-35-34(43-6)33(42-5)32(41-4)19(3)44-35/h10-14,17-25,27-28,31-37,40H,7-9,15-16H2,1-6H3/b11-10+/t17-,18+,19-,20+,21+,22-,23+,24+,25-,27-,28-,31-,32-,33+,34+,35-/m0/s1
• InChI Key: MJFOEWBLCPSGAX-WGXRDFAQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₂O₁₁
• Molecular Weight: 648.80 g/mol
• Exact Mass: 648.35096247 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9516	95.16%
Caco-2	-	0.8416	84.16%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7767	77.67%
OATP2B1 inhibitior	-	0.8644	86.44%
OATP1B1 inhibitior	+	0.8093	80.93%
OATP1B3 inhibitior	+	0.9193	91.93%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7321	73.21%
BSEP inhibitior	+	0.8808	88.08%
P-glycoprotein inhibitior	+	0.6637	66.37%
P-glycoprotein substrate	+	0.6522	65.22%
CYP3A4 substrate	+	0.6996	69.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9038	90.38%
CYP3A4 inhibition	-	0.9011	90.11%
CYP2C9 inhibition	-	0.9117	91.17%
CYP2C19 inhibition	-	0.9157	91.57%
CYP2D6 inhibition	-	0.9099	90.99%
CYP1A2 inhibition	-	0.7635	76.35%
CYP2C8 inhibition	+	0.5496	54.96%
CYP inhibitory promiscuity	-	0.9442	94.42%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5138	51.38%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9306	93.06%
Skin irritation	-	0.5728	57.28%
Skin corrosion	-	0.9271	92.71%
Ames mutagenesis	-	0.6824	68.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.4500	45.00%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8630	86.30%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.6393	63.93%
Acute Oral Toxicity (c)	I	0.3443	34.43%
Estrogen receptor binding	+	0.7830	78.30%
Androgen receptor binding	+	0.6403	64.03%
Thyroid receptor binding	-	0.5751	57.51%
Glucocorticoid receptor binding	+	0.6788	67.88%
Aromatase binding	+	0.5309	53.09%
PPAR gamma	+	0.5749	57.49%
Honey bee toxicity	-	0.5357	53.57%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8400	84.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.69%	85.14%
CHEMBL2581	P07339	Cathepsin D	97.11%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.50%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.87%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.72%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.27%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.50%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.44%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.85%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.51%	83.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.42%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.34%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.02%	86.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.94%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.54%	90.71%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	83.33%	92.78%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.07%	95.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.03%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.74%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.32%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	81.83%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.69%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.62%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.07%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.93%	91.07%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.20%	90.08%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.13%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162891232
• LOTUS: LTS0114303
• wikiData: Q105165385