[(1S,2R,3R,5S,7R,8R,9R,10R,11R,12S,17R,18R,20R,21S)-10-acetyloxy-8-[(S)-acetyloxy(furan-3-yl)methyl]-5-ethyl-1,11,20,21-tetrahydroxy-8,18-dimethyl-15-oxo-4,14,22-trioxaheptacyclo[16.2.1.12,5.03,7.03,11.012,17.012,20]docosan-9-yl] acetate

Details

• Internal ID: b491e838-614d-4656-8b95-4a4fd6a9fe1e
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Eicosanoids > Prostaglandins and related compounds
• IUPAC Name: [(1S,2R,3R,5S,7R,8R,9R,10R,11R,12S,17R,18R,20R,21S)-10-acetyloxy-8-[(S)-acetyloxy(furan-3-yl)methyl]-5-ethyl-1,11,20,21-tetrahydroxy-8,18-dimethyl-15-oxo-4,14,22-trioxaheptacyclo[16.2.1.12,5.03,7.03,11.012,17.012,20]docosan-9-yl] acetate
• SMILES (Canonical): CCC12CC3C(C(C(C4(C3(O1)C(O2)C5(C(C6(CC5(C47C6CC(=O)OC7)O)C)O)O)O)OC(=O)C)OC(=O)C)(C)C(C8=COC=C8)OC(=O)C
• SMILES (Isomeric): CC[C@@]12C[C@@H]3[C@]([C@H]([C@H]([C@]4([C@]3(O1)[C@H](O2)[C@]5([C@H]([C@@]6(C[C@]5([C@@]47[C@@H]6CC(=O)OC7)O)C)O)O)O)OC(=O)C)OC(=O)C)(C)[C@H](C8=COC=C8)OC(=O)C
• InChI: InChI=1S/C34H42O15/c1-7-29-11-20-28(6,22(45-15(2)35)18-8-9-43-12-18)23(46-16(3)36)24(47-17(4)37)34(42)30-14-44-21(38)10-19(30)27(5)13-31(30,40)32(41,25(27)39)26(48-29)33(20,34)49-29/h8-9,12,19-20,22-26,39-42H,7,10-11,13-14H2,1-6H3/t19-,20-,22+,23+,24-,25+,26-,27-,28-,29+,30-,31-,32+,33-,34+/m1/s1
• InChI Key: KZANKKUWJNTDGT-VXNWDMBDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₂O₁₅
• Molecular Weight: 690.70 g/mol
• Exact Mass: 690.25237063 g/mol
• Topological Polar Surface Area (TPSA): 218.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): 0.59
• H-Bond Acceptor: 15
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8569	85.69%
Caco-2	-	0.8281	82.81%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6904	69.04%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.7984	79.84%
OATP1B3 inhibitior	+	0.9088	90.88%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9654	96.54%
P-glycoprotein inhibitior	+	0.7543	75.43%
P-glycoprotein substrate	+	0.7127	71.27%
CYP3A4 substrate	+	0.6995	69.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.6275	62.75%
CYP2C9 inhibition	-	0.9080	90.80%
CYP2C19 inhibition	-	0.9047	90.47%
CYP2D6 inhibition	-	0.9574	95.74%
CYP1A2 inhibition	-	0.8906	89.06%
CYP2C8 inhibition	+	0.5769	57.69%
CYP inhibitory promiscuity	-	0.9240	92.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6195	61.95%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.8963	89.63%
Skin irritation	-	0.6611	66.11%
Skin corrosion	-	0.9447	94.47%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8166	81.66%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.9123	91.23%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6362	63.62%
Acute Oral Toxicity (c)	I	0.3855	38.55%
Estrogen receptor binding	+	0.7786	77.86%
Androgen receptor binding	+	0.7691	76.91%
Thyroid receptor binding	+	0.5500	55.00%
Glucocorticoid receptor binding	+	0.7099	70.99%
Aromatase binding	+	0.6916	69.16%
PPAR gamma	+	0.7239	72.39%
Honey bee toxicity	-	0.7074	70.74%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5650	56.50%
Fish aquatic toxicity	+	0.9867	98.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.43%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.26%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.38%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.38%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	95.45%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.95%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.61%	96.77%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	92.39%	89.34%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.62%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.91%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	90.80%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.98%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.22%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	85.89%	91.19%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	85.03%	95.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.56%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.04%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.66%	94.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.75%	93.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.35%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.14%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.92%	100.00%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.79%	80.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.56%	96.47%

Plants that contains it

• Chukrasia tabularis

Cross-Links

• PubChem: 163185568
• LOTUS: LTS0118683
• wikiData: Q105148030