[(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-acetyloxy-3,3a-dihydroxy-3,6,9-trimethyl-4-(2-methylbutoxy)-7-octoxy-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-8-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: c00d663e-9d48-4c66-b298-991e30f8684e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: [(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-acetyloxy-3,3a-dihydroxy-3,6,9-trimethyl-4-(2-methylbutoxy)-7-octoxy-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-8-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CCCCCCCCOC1C2C(=C(C1OC(=O)C(=CC)C)C)C3C(C(CC2(C)OC(=O)C)OCC(C)CC)(C(C(=O)O3)(C)O)O
• SMILES (Isomeric): CCCCCCCCO[C@H]1[C@H]2C(=C([C@@H]1OC(=O)/C(=C\C)/C)C)[C@H]3[C@]([C@H](C[C@]2(C)OC(=O)C)OCC(C)CC)([C@](C(=O)O3)(C)O)O
• InChI: InChI=1S/C35H56O10/c1-10-13-14-15-16-17-18-41-29-27-26(23(6)28(29)43-31(37)22(5)12-3)30-35(40,34(9,39)32(38)44-30)25(42-20-21(4)11-2)19-33(27,8)45-24(7)36/h12,21,25,27-30,39-40H,10-11,13-20H2,1-9H3/b22-12-/t21?,25-,27+,28-,29-,30-,33-,34+,35+/m0/s1
• InChI Key: XGQBQUXDZHINMY-FMAYKYIRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₆O₁₀
• Molecular Weight: 636.80 g/mol
• Exact Mass: 636.38734798 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.12
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9625	96.25%
Caco-2	-	0.7859	78.59%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7965	79.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8388	83.88%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9859	98.59%
P-glycoprotein inhibitior	+	0.8226	82.26%
P-glycoprotein substrate	+	0.8245	82.45%
CYP3A4 substrate	+	0.6986	69.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9042	90.42%
CYP3A4 inhibition	+	0.5137	51.37%
CYP2C9 inhibition	+	0.6346	63.46%
CYP2C19 inhibition	+	0.5704	57.04%
CYP2D6 inhibition	-	0.9259	92.59%
CYP1A2 inhibition	+	0.6668	66.68%
CYP2C8 inhibition	+	0.6176	61.76%
CYP inhibitory promiscuity	-	0.9029	90.29%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5124	51.24%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9132	91.32%
Skin irritation	-	0.5153	51.53%
Skin corrosion	-	0.9366	93.66%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5288	52.88%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.9168	91.68%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.4848	48.48%
Acute Oral Toxicity (c)	III	0.4097	40.97%
Estrogen receptor binding	+	0.7530	75.30%
Androgen receptor binding	+	0.7312	73.12%
Thyroid receptor binding	-	0.5180	51.80%
Glucocorticoid receptor binding	+	0.7804	78.04%
Aromatase binding	+	0.7686	76.86%
PPAR gamma	+	0.6785	67.85%
Honey bee toxicity	-	0.7530	75.30%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6745	67.45%
Fish aquatic toxicity	+	0.9890	98.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.22%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.13%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.20%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.97%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.71%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.28%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.43%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.41%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.69%	95.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	87.19%	97.29%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.96%	86.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.66%	96.47%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.44%	95.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.37%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.06%	91.24%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.01%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.85%	99.23%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.70%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.39%	95.50%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.27%	90.08%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.16%	92.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.16%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.03%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.80%	92.86%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.79%	92.62%
CHEMBL2996	Q05655	Protein kinase C delta	81.52%	97.79%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.52%	96.00%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	80.75%	85.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.61%	96.00%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	80.58%	92.95%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.57%	96.90%

Plants that contains it

• Thapsia garganica

Cross-Links

• PubChem: 102381592
• LOTUS: LTS0091347
• wikiData: Q105327755