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

Details

• Internal ID: 9fdc6da7-2057-4762-919d-fb5806ecea52
• Taxonomy: Organoheterocyclic compounds > Lactones
• IUPAC Name: [(1aR,2R,3S,3aR,4R,5R,6R,7aS)-6-[(2S,3R,4R,5S)-5-acetyloxy-2-(acetyloxymethyl)-3-(2-methoxy-2-oxoethyl)-2,4-dimethyl-7-oxooxepan-4-yl]-5-formyloxy-3-(furan-3-yl)-3a-methyl-2-[(2S)-2-methylbutanoyl]oxy-7-methylidene-1a,2,3,4,5,6-hexahydroindeno[1,7a-b]oxiren-4-yl] (2R)-2-hydroxy-3-methylbutanoate
• 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)OC=O)OC(=O)C(C(C)C)O)C)C5=COC=C5
• SMILES (Isomeric): CC[C@H](C)C(=O)O[C@@H]1[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)OC=O)OC(=O)[C@@H](C(C)C)O)C)C5=COC=C5
• InChI: InChI=1S/C42H56O17/c1-12-21(4)37(49)56-34-31(25-13-14-52-17-25)41(10)35(57-38(50)32(48)20(2)3)33(54-19-43)30(22(5)42(41)36(34)59-42)40(9)26(15-28(46)51-11)39(8,18-53-23(6)44)58-29(47)16-27(40)55-24(7)45/h13-14,17,19-21,26-27,30-36,48H,5,12,15-16,18H2,1-4,6-11H3/t21-,26-,27-,30+,31+,32+,33+,34+,35-,36+,39+,40+,41+,42+/m0/s1
• InChI Key: DGOPTIYZRWMIGG-BQJHWSKDSA-N
• Popularity: 0 references 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): 230.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.52
• H-Bond Acceptor: 17
• H-Bond Donor: 1
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9866	98.66%
Caco-2	-	0.8481	84.81%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7399	73.99%
OATP2B1 inhibitior	-	0.7192	71.92%
OATP1B1 inhibitior	-	0.3892	38.92%
OATP1B3 inhibitior	+	0.8801	88.01%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9655	96.55%
P-glycoprotein inhibitior	+	0.8052	80.52%
P-glycoprotein substrate	+	0.7673	76.73%
CYP3A4 substrate	+	0.7213	72.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8347	83.47%
CYP3A4 inhibition	+	0.8614	86.14%
CYP2C9 inhibition	-	0.6869	68.69%
CYP2C19 inhibition	-	0.7030	70.30%
CYP2D6 inhibition	-	0.9326	93.26%
CYP1A2 inhibition	-	0.8167	81.67%
CYP2C8 inhibition	+	0.8138	81.38%
CYP inhibitory promiscuity	-	0.7170	71.70%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6045	60.45%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9030	90.30%
Skin irritation	-	0.7163	71.63%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6983	69.83%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.5994	59.94%
skin sensitisation	-	0.7785	77.85%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5874	58.74%
Acute Oral Toxicity (c)	I	0.4603	46.03%
Estrogen receptor binding	+	0.7721	77.21%
Androgen receptor binding	+	0.7699	76.99%
Thyroid receptor binding	+	0.5877	58.77%
Glucocorticoid receptor binding	+	0.7832	78.32%
Aromatase binding	+	0.6533	65.33%
PPAR gamma	+	0.7752	77.52%
Honey bee toxicity	-	0.6651	66.51%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.15%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.06%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.90%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.98%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.37%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	96.26%	90.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	91.17%	96.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	90.20%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.08%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.83%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.00%	97.14%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.76%	91.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.82%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.82%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.19%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	86.26%	97.79%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	85.89%	95.50%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	85.45%	80.00%
CHEMBL5028	O14672	ADAM10	84.73%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.47%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.07%	97.25%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.99%	94.00%
CHEMBL299	P17252	Protein kinase C alpha	82.19%	98.03%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.18%	94.33%
CHEMBL3401	O75469	Pregnane X receptor	81.12%	94.73%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.00%	96.90%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.85%	95.71%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.63%	97.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.41%	97.28%

Plants that contains it

• Goniocheton lenticellatus

Cross-Links

• PubChem: 162919291
• LOTUS: LTS0000081
• wikiData: Q104978951