(1R,2R,6S,7S,8R,10S,11R,12R,16S,18R)-16-acetyl-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1Z,3E)-nona-1,3-dienyl]-9,15,19-trioxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-5-one

Details

• Internal ID: 0dabd632-58cb-4a60-8412-846bea7d5769
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: (1R,2R,6S,7S,8R,10S,11R,12R,16S,18R)-16-acetyl-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-14-[(1Z,3E)-nona-1,3-dienyl]-9,15,19-trioxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-5-one
• SMILES (Canonical): CCCCCC=CC=CC12CC3C4C5C(O5)(C(C6(C(C4(O1)C(CC3(O2)C(=O)C)C)C=C(C6=O)C)O)O)CO
• SMILES (Isomeric): CCCCC/C=C/C=C\C12C[C@@H]3[C@@H]4[C@H]5[C@](O5)([C@H]([C@]6([C@H]([C@@]4(O1)[C@@H](C[C@@]3(O2)C(=O)C)C)C=C(C6=O)C)O)O)CO
• InChI: InChI=1S/C30H40O8/c1-5-6-7-8-9-10-11-12-26-15-20-22-24-28(16-31,36-24)25(34)29(35)21(13-17(2)23(29)33)30(22,38-26)18(3)14-27(20,37-26)19(4)32/h9-13,18,20-22,24-25,31,34-35H,5-8,14-16H2,1-4H3/b10-9+,12-11-/t18-,20-,21-,22-,24+,25-,26?,27-,28+,29-,30+/m1/s1
• InChI Key: KIAQSEPNAWBZHS-AVRYUORJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀O₈
• Molecular Weight: 528.60 g/mol
• Exact Mass: 528.27231823 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8735	87.35%
Caco-2	-	0.7472	74.72%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7595	75.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7977	79.77%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9170	91.70%
P-glycoprotein inhibitior	+	0.7086	70.86%
P-glycoprotein substrate	+	0.6041	60.41%
CYP3A4 substrate	+	0.7070	70.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8804	88.04%
CYP3A4 inhibition	-	0.6295	62.95%
CYP2C9 inhibition	-	0.7585	75.85%
CYP2C19 inhibition	-	0.8554	85.54%
CYP2D6 inhibition	-	0.9330	93.30%
CYP1A2 inhibition	-	0.8351	83.51%
CYP2C8 inhibition	+	0.6334	63.34%
CYP inhibitory promiscuity	-	0.9069	90.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5595	55.95%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9381	93.81%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9266	92.66%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7616	76.16%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5233	52.33%
skin sensitisation	-	0.8878	88.78%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.4933	49.33%
Acute Oral Toxicity (c)	III	0.5008	50.08%
Estrogen receptor binding	+	0.7159	71.59%
Androgen receptor binding	+	0.7362	73.62%
Thyroid receptor binding	+	0.5397	53.97%
Glucocorticoid receptor binding	+	0.7349	73.49%
Aromatase binding	+	0.6920	69.20%
PPAR gamma	+	0.5453	54.53%
Honey bee toxicity	-	0.8271	82.71%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6451	64.51%
Fish aquatic toxicity	+	0.9829	98.29%

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	97.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.96%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.40%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.29%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.18%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.08%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.01%	98.95%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	89.82%	96.00%
CHEMBL299	P17252	Protein kinase C alpha	89.77%	98.03%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	88.98%	92.32%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.88%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.82%	96.90%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.19%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.77%	97.79%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	84.78%	94.80%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.74%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	84.66%	94.73%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.86%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.30%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.05%	97.25%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.96%	86.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.09%	92.50%

Plants that contains it

• Excoecaria agallocha

Cross-Links

• PubChem: 5321819
• NPASS: NPC255415