[(1S,2R,3S,4'S,5S,5'S,6S,7S,8R,11R,15S)-4'-formyl-5'-(furan-3-yl)-3-hydroxy-1,4',6,11-tetramethyl-14-oxospiro[4,9-dioxatetracyclo[6.6.1.02,6.011,15]pentadec-12-ene-5,3'-cyclopentene]-7-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: adece28b-a6bf-4448-b513-dd1ad165d2ca
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(1S,2R,3S,4'S,5S,5'S,6S,7S,8R,11R,15S)-4'-formyl-5'-(furan-3-yl)-3-hydroxy-1,4',6,11-tetramethyl-14-oxospiro[4,9-dioxatetracyclo[6.6.1.02,6.011,15]pentadec-12-ene-5,3'-cyclopentene]-7-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2C3C(CO2)(C=CC(=O)C3(C4C1(C5(C=CC(C5(C)C=O)C6=COC=C6)OC4O)C)C)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@@H]1[C@H]2[C@H]3[C@](CO2)(C=CC(=O)[C@@]3([C@H]4[C@@]1([C@]5(C=C[C@H]([C@]5(C)C=O)C6=COC=C6)O[C@@H]4O)C)C)C
• InChI: InChI=1S/C31H36O8/c1-7-17(2)25(34)38-24-21-22-27(3,16-37-21)11-9-20(33)29(22,5)23-26(35)39-31(30(23,24)6)12-8-19(28(31,4)15-32)18-10-13-36-14-18/h7-15,19,21-24,26,35H,16H2,1-6H3/b17-7+/t19-,21+,22-,23-,24+,26-,27-,28-,29-,30-,31+/m0/s1
• InChI Key: MJWFUUHPIKTGPJ-BJFAXDSUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₆O₈
• Molecular Weight: 536.60 g/mol
• Exact Mass: 536.24101810 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.91
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	-	0.7196	71.96%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7472	74.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7589	75.89%
OATP1B3 inhibitior	-	0.2523	25.23%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9022	90.22%
P-glycoprotein inhibitior	+	0.8271	82.71%
P-glycoprotein substrate	+	0.6601	66.01%
CYP3A4 substrate	+	0.7010	70.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8815	88.15%
CYP3A4 inhibition	-	0.5781	57.81%
CYP2C9 inhibition	+	0.5553	55.53%
CYP2C19 inhibition	-	0.7016	70.16%
CYP2D6 inhibition	-	0.9410	94.10%
CYP1A2 inhibition	-	0.7206	72.06%
CYP2C8 inhibition	+	0.7057	70.57%
CYP inhibitory promiscuity	+	0.5721	57.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Danger	0.4764	47.64%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8939	89.39%
Skin irritation	-	0.7195	71.95%
Skin corrosion	-	0.9538	95.38%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7980	79.80%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.5824	58.24%
skin sensitisation	-	0.7389	73.89%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5433	54.33%
Acute Oral Toxicity (c)	III	0.4425	44.25%
Estrogen receptor binding	+	0.7692	76.92%
Androgen receptor binding	+	0.7227	72.27%
Thyroid receptor binding	+	0.6480	64.80%
Glucocorticoid receptor binding	+	0.7516	75.16%
Aromatase binding	+	0.6587	65.87%
PPAR gamma	+	0.7099	70.99%
Honey bee toxicity	-	0.7094	70.94%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9924	99.24%

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	99.19%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.11%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.57%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.51%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.20%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.62%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.26%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.69%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.48%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.38%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.16%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.93%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.02%	91.07%
CHEMBL3401	O75469	Pregnane X receptor	83.78%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.84%	96.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.79%	93.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.36%	91.24%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	82.02%	87.67%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	81.98%	80.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.18%	90.17%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.13%	97.14%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.13%	97.28%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.10%	100.00%

Plants that contains it

• Cinnamomum aromaticum

Cross-Links

• PubChem: 71664786
• NPASS: NPC132736