(1aR,3S,3aR,4S,5R,6R,7aS)-6-[(2R,3R,4R,5S)-5-acetyloxy-2-(acetyloxymethyl)-3-(2-methoxy-2-oxoethyl)-2,4-dimethyl-7-oxooxepan-4-yl]-3-(furan-3-yl)-4-(2-hydroxy-3-methylbutanoyl)oxy-3a-methyl-2-(2-methylbutanoyloxy)-7-methylidene-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxirene-5-carboxylic acid

Details

• Internal ID: 43811568-c57f-4a26-8e1b-875717755bdd
• Taxonomy: Organoheterocyclic compounds > Lactones
• IUPAC Name: (1aR,3S,3aR,4S,5R,6R,7aS)-6-[(2R,3R,4R,5S)-5-acetyloxy-2-(acetyloxymethyl)-3-(2-methoxy-2-oxoethyl)-2,4-dimethyl-7-oxooxepan-4-yl]-3-(furan-3-yl)-4-(2-hydroxy-3-methylbutanoyl)oxy-3a-methyl-2-(2-methylbutanoyloxy)-7-methylidene-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxirene-5-carboxylic acid
• SMILES (Canonical): CCC(C)C(=O)OC1C(C2(C(C(C(C(=C)C23C1O3)C4(C(CC(=O)OC(C4CC(=O)OC)(C)COC(=O)C)OC(=O)C)C)C(=O)O)OC(=O)C(C(C)C)O)C)C5=COC=C5
• SMILES (Isomeric): CCC(C)C(=O)OC1[C@H]([C@@]2([C@H]([C@@H]([C@@H](C(=C)[C@@]23[C@@H]1O3)[C@]4([C@H](CC(=O)O[C@@]([C@@H]4CC(=O)OC)(C)COC(=O)C)OC(=O)C)C)C(=O)O)OC(=O)C(C(C)C)O)C)C5=COC=C5
• InChI: InChI=1S/C42H56O17/c1-12-20(4)37(50)56-33-31(24-13-14-53-17-24)41(10)34(57-38(51)32(47)19(2)3)29(36(48)49)30(21(5)42(41)35(33)59-42)40(9)25(15-27(45)52-11)39(8,18-54-22(6)43)58-28(46)16-26(40)55-23(7)44/h13-14,17,19-20,25-26,29-35,47H,5,12,15-16,18H2,1-4,6-11H3,(H,48,49)/t20?,25-,26-,29+,30+,31+,32?,33?,34-,35+,39-,40+,41+,42+/m0/s1
• InChI Key: ACJBWXHPMXQERX-XCOZRLFLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₅₆O₁₇
• Molecular Weight: 832.90 g/mol
• Exact Mass: 832.35175031 g/mol
• Topological Polar Surface Area (TPSA): 241.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.68
• H-Bond Acceptor: 16
• H-Bond Donor: 2
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9836	98.36%
Caco-2	-	0.8516	85.16%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7401	74.01%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	-	0.3484	34.84%
OATP1B3 inhibitior	+	0.9187	91.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9144	91.44%
P-glycoprotein inhibitior	+	0.7945	79.45%
P-glycoprotein substrate	+	0.7573	75.73%
CYP3A4 substrate	+	0.7191	71.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	+	0.7941	79.41%
CYP2C9 inhibition	-	0.7035	70.35%
CYP2C19 inhibition	-	0.7200	72.00%
CYP2D6 inhibition	-	0.9265	92.65%
CYP1A2 inhibition	-	0.8170	81.70%
CYP2C8 inhibition	+	0.8144	81.44%
CYP inhibitory promiscuity	-	0.6868	68.68%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5783	57.83%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9034	90.34%
Skin irritation	-	0.7101	71.01%
Skin corrosion	-	0.9385	93.85%
Ames mutagenesis	-	0.5701	57.01%
Human Ether-a-go-go-Related Gene inhibition	-	0.4069	40.69%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.6369	63.69%
skin sensitisation	-	0.7898	78.98%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5843	58.43%
Acute Oral Toxicity (c)	I	0.4698	46.98%
Estrogen receptor binding	+	0.7725	77.25%
Androgen receptor binding	+	0.7705	77.05%
Thyroid receptor binding	+	0.5832	58.32%
Glucocorticoid receptor binding	+	0.7802	78.02%
Aromatase binding	+	0.6686	66.86%
PPAR gamma	+	0.7845	78.45%
Honey bee toxicity	-	0.6796	67.96%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.44%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.02%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.74%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.78%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	95.38%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.14%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	91.44%	83.82%
CHEMBL2996	Q05655	Protein kinase C delta	90.65%	97.79%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.89%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.65%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.14%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.13%	86.33%
CHEMBL5028	O14672	ADAM10	85.80%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.32%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.18%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.13%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.90%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.53%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.46%	92.62%
CHEMBL299	P17252	Protein kinase C alpha	82.36%	98.03%
CHEMBL340	P08684	Cytochrome P450 3A4	81.71%	91.19%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.70%	95.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.91%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.44%	99.17%

Plants that contains it

• Didymocheton mollissimus

Cross-Links

• PubChem: 122178825
• LOTUS: LTS0139572
• wikiData: Q104909121