[(3R,3aS,4R,6R,6aS,7R,8R,9bR)-6-acetyloxy-3,3a-dihydroxy-3,6,9-trimethyl-4-[(2R)-2-methylbutanoyl]oxy-8-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-7-yl] 6-methylheptanoate

Details

• Internal ID: c49cc664-4ce6-4580-8a16-bfa6226ef046
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(3R,3aS,4R,6R,6aS,7R,8R,9bR)-6-acetyloxy-3,3a-dihydroxy-3,6,9-trimethyl-4-[(2R)-2-methylbutanoyl]oxy-8-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-7-yl] 6-methylheptanoate
• InChI: InChI=1S/C35H52O12/c1-11-19(5)30(38)43-23-17-33(9,47-22(8)36)26-25(29-35(23,42)34(10,41)32(40)46-29)21(7)27(45-31(39)20(6)12-2)28(26)44-24(37)16-14-13-15-18(3)4/h12,18-19,23,26-29,41-42H,11,13-17H2,1-10H3/b20-12-/t19-,23-,26+,27-,28-,29-,33-,34+,35+/m1/s1
• InChI Key: DAFJVTNMXBYZGI-YULNZWJISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₂O₁₂
• Molecular Weight: 664.80 g/mol
• Exact Mass: 664.34587709 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.03
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9748	97.48%
Caco-2	-	0.8209	82.09%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7348	73.48%
OATP2B1 inhibitior	-	0.8617	86.17%
OATP1B1 inhibitior	+	0.8474	84.74%
OATP1B3 inhibitior	+	0.8542	85.42%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9224	92.24%
P-glycoprotein inhibitior	+	0.8206	82.06%
P-glycoprotein substrate	+	0.8886	88.86%
CYP3A4 substrate	+	0.7035	70.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9059	90.59%
CYP3A4 inhibition	+	0.8007	80.07%
CYP2C9 inhibition	+	0.8338	83.38%
CYP2C19 inhibition	+	0.7582	75.82%
CYP2D6 inhibition	-	0.9117	91.17%
CYP1A2 inhibition	+	0.8194	81.94%
CYP2C8 inhibition	+	0.5876	58.76%
CYP inhibitory promiscuity	-	0.7931	79.31%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5278	52.78%
Eye corrosion	-	0.9851	98.51%
Eye irritation	-	0.9093	90.93%
Skin irritation	-	0.5254	52.54%
Skin corrosion	-	0.9012	90.12%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5955	59.55%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5053	50.53%
skin sensitisation	-	0.8205	82.05%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.5976	59.76%
Acute Oral Toxicity (c)	III	0.3983	39.83%
Estrogen receptor binding	+	0.7615	76.15%
Androgen receptor binding	+	0.7232	72.32%
Thyroid receptor binding	+	0.5268	52.68%
Glucocorticoid receptor binding	+	0.7890	78.90%
Aromatase binding	+	0.7445	74.45%
PPAR gamma	+	0.7073	70.73%
Honey bee toxicity	-	0.7219	72.19%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9893	98.93%

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	98.48%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.50%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	93.99%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.23%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.60%	93.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.57%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	90.05%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.68%	89.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.57%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.45%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	89.06%	92.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.67%	98.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.66%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.80%	95.56%
CHEMBL299	P17252	Protein kinase C alpha	87.53%	98.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.77%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.48%	95.50%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	84.88%	80.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.75%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.70%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.64%	97.09%
CHEMBL321	P14780	Matrix metalloproteinase 9	83.62%	92.12%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.62%	97.47%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.48%	95.17%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.30%	96.90%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.81%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.81%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.86%	99.23%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.36%	96.38%
CHEMBL340	P08684	Cytochrome P450 3A4	80.98%	91.19%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.65%	89.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.46%	82.50%

Plants that contains it

• Thapsia villosa

Cross-Links

• PubChem: 162987281
• LOTUS: LTS0198063
• wikiData: Q104973508