[6-[[(3aR,4S,6E,10Z,11aR)-6-formyl-4-hydroxy-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-10-yl]methoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] 2-(4-hydroxyphenyl)acetate

Details

• Internal ID: e7e0a8e6-ff9c-4167-9f44-1dab985856e5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [6-[[(3aR,4S,6E,10Z,11aR)-6-formyl-4-hydroxy-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-10-yl]methoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl] 2-(4-hydroxyphenyl)acetate
• SMILES (Canonical): C=C1C2C(CC(=CCCC(=CC2OC1=O)COC3C(C(C(C(O3)CO)OC(=O)CC4=CC=C(C=C4)O)O)O)C=O)O
• SMILES (Isomeric): C=C1[C@@H]2[C@H](C/C(=C\CC/C(=C/[C@H]2OC1=O)/COC3C(C(C(C(O3)CO)OC(=O)CC4=CC=C(C=C4)O)O)O)/C=O)O
• InChI: InChI=1S/C29H34O12/c1-15-24-20(33)9-17(12-30)3-2-4-18(10-21(24)39-28(15)37)14-38-29-26(36)25(35)27(22(13-31)40-29)41-23(34)11-16-5-7-19(32)8-6-16/h3,5-8,10,12,20-22,24-27,29,31-33,35-36H,1-2,4,9,11,13-14H2/b17-3+,18-10-/t20-,21+,22?,24+,25?,26?,27?,29?/m0/s1
• InChI Key: SNCOMGZHOXWALF-NENSKQIUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₁₂
• Molecular Weight: 574.60 g/mol
• Exact Mass: 574.20502652 g/mol
• Topological Polar Surface Area (TPSA): 189.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.00
• H-Bond Acceptor: 12
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7866	78.66%
Caco-2	-	0.8753	87.53%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8296	82.96%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.8048	80.48%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.4871	48.71%
P-glycoprotein inhibitior	+	0.6165	61.65%
P-glycoprotein substrate	+	0.5257	52.57%
CYP3A4 substrate	+	0.6840	68.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8762	87.62%
CYP3A4 inhibition	-	0.5347	53.47%
CYP2C9 inhibition	-	0.8713	87.13%
CYP2C19 inhibition	-	0.6820	68.20%
CYP2D6 inhibition	-	0.8107	81.07%
CYP1A2 inhibition	-	0.6629	66.29%
CYP2C8 inhibition	+	0.7190	71.90%
CYP inhibitory promiscuity	-	0.8465	84.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5702	57.02%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.9143	91.43%
Skin irritation	-	0.7700	77.00%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5909	59.09%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7942	79.42%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5878	58.78%
Acute Oral Toxicity (c)	III	0.4928	49.28%
Estrogen receptor binding	+	0.8098	80.98%
Androgen receptor binding	+	0.6559	65.59%
Thyroid receptor binding	-	0.5480	54.80%
Glucocorticoid receptor binding	+	0.5622	56.22%
Aromatase binding	+	0.6002	60.02%
PPAR gamma	+	0.6743	67.43%
Honey bee toxicity	-	0.6769	67.69%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9686	96.86%

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	98.76%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	97.51%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.46%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.86%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	94.55%	91.49%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	92.99%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.05%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.93%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.62%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	89.71%	97.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	89.31%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.32%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.01%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.54%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	86.50%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.38%	86.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.20%	95.83%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.64%	95.89%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.42%	85.00%
CHEMBL3891	P07384	Calpain 1	80.89%	93.04%
CHEMBL5255	O00206	Toll-like receptor 4	80.81%	92.50%

Plants that contains it

• Urospermum picroides

Cross-Links

• PubChem: 162816841
• LOTUS: LTS0013355
• wikiData: Q105120525