[(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-acetyloxy-4-butanoyloxy-3,3a-dihydroxy-3,6,9-trimethyl-8-[(E)-2-methylbut-2-enoyl]oxy-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-7-yl] hexanoate

Details

• Internal ID: c4b51025-e4d6-494b-9269-2ac612aeef8c
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Pentacarboxylic acids and derivatives
• IUPAC Name: [(3S,3aR,4S,6S,6aR,7S,8S,9bS)-6-acetyloxy-4-butanoyloxy-3,3a-dihydroxy-3,6,9-trimethyl-8-[(E)-2-methylbut-2-enoyl]oxy-2-oxo-4,5,6a,7,8,9b-hexahydroazuleno[4,5-b]furan-7-yl] hexanoate
• InChI: InChI=1S/C32H46O12/c1-9-12-13-15-22(35)41-26-24-23(18(5)25(26)42-28(36)17(4)11-3)27-32(39,31(8,38)29(37)43-27)20(40-21(34)14-10-2)16-30(24,7)44-19(6)33/h11,20,24-27,38-39H,9-10,12-16H2,1-8H3/b17-11+/t20-,24+,25-,26-,27-,30-,31+,32+/m0/s1
• InChI Key: LXWLOFYIORKNSA-LKTKAIRSSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₆O₁₂
• Molecular Weight: 622.70 g/mol
• Exact Mass: 622.29892690 g/mol
• Topological Polar Surface Area (TPSA): 172.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 12
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9737	97.37%
Caco-2	-	0.7857	78.57%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7331	73.31%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8293	82.93%
OATP1B3 inhibitior	+	0.8700	87.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9732	97.32%
P-glycoprotein inhibitior	+	0.8314	83.14%
P-glycoprotein substrate	+	0.9315	93.15%
CYP3A4 substrate	+	0.6968	69.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9059	90.59%
CYP3A4 inhibition	+	0.7960	79.60%
CYP2C9 inhibition	+	0.8537	85.37%
CYP2C19 inhibition	+	0.8601	86.01%
CYP2D6 inhibition	-	0.9228	92.28%
CYP1A2 inhibition	+	0.9106	91.06%
CYP2C8 inhibition	+	0.6000	60.00%
CYP inhibitory promiscuity	-	0.8693	86.93%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5505	55.05%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9129	91.29%
Skin irritation	+	0.5425	54.25%
Skin corrosion	-	0.9194	91.94%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6120	61.20%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8656	86.56%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.5478	54.78%
Acute Oral Toxicity (c)	II	0.4100	41.00%
Estrogen receptor binding	+	0.7659	76.59%
Androgen receptor binding	+	0.7058	70.58%
Thyroid receptor binding	+	0.5287	52.87%
Glucocorticoid receptor binding	+	0.8104	81.04%
Aromatase binding	+	0.7616	76.16%
PPAR gamma	+	0.6586	65.86%
Honey bee toxicity	-	0.7672	76.72%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6310	63.10%
Fish aquatic toxicity	+	0.9925	99.25%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL5514	P42858	Huntingtin	501.2 nM	Potency	via Super-PRED
CHEMBL1293277	O15118	Niemann-Pick C1 protein	89.1 nM	Potency	via Super-PRED
CHEMBL1293294	P51151	Ras-related protein Rab-9A	100 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.94%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.69%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.12%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.02%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.21%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	91.37%	97.79%
CHEMBL2581	P07339	Cathepsin D	91.16%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.00%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.90%	95.56%
CHEMBL299	P17252	Protein kinase C alpha	90.88%	98.03%
CHEMBL5255	O00206	Toll-like receptor 4	89.81%	92.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.49%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.63%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.41%	86.33%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.02%	93.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.14%	95.50%
CHEMBL230	P35354	Cyclooxygenase-2	83.56%	89.63%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.06%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.02%	94.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.83%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.78%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.66%	95.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.23%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.06%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.88%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	80.64%	91.19%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.40%	82.50%

Plants that contains it

• Thapsia garganica
• Thapsia gymnesica

Cross-Links

• PubChem: 124525832
• LOTUS: LTS0167473
• wikiData: Q104391851