[1-Acetyloxy-6-[5-acetyloxy-3-(2-methoxy-2-oxoethyl)-2,4-dimethyl-2-(2-methylbutanoyloxymethyl)-7-oxooxepan-4-yl]-5-formyloxy-3-(furan-3-yl)-7a-hydroxy-3a-methyl-7-methylidene-1,2,3,4,5,6-hexahydroinden-4-yl] 2-hydroxy-3-methylpentanoate

Details

• Internal ID: 65c27759-0482-4e09-ba20-5d4f8eda24c8
• Taxonomy: Organoheterocyclic compounds > Lactones
• IUPAC Name: [1-acetyloxy-6-[5-acetyloxy-3-(2-methoxy-2-oxoethyl)-2,4-dimethyl-2-(2-methylbutanoyloxymethyl)-7-oxooxepan-4-yl]-5-formyloxy-3-(furan-3-yl)-7a-hydroxy-3a-methyl-7-methylidene-1,2,3,4,5,6-hexahydroinden-4-yl] 2-hydroxy-3-methylpentanoate
• SMILES (Canonical): CCC(C)C(C(=O)OC1C(C(C(=C)C2(C1(C(CC2OC(=O)C)C3=COC=C3)C)O)C4(C(CC(=O)OC(C4CC(=O)OC)(C)COC(=O)C(C)CC)OC(=O)C)C)OC=O)O
• SMILES (Isomeric): CCC(C)C(C(=O)OC1C(C(C(=C)C2(C1(C(CC2OC(=O)C)C3=COC=C3)C)O)C4(C(CC(=O)OC(C4CC(=O)OC)(C)COC(=O)C(C)CC)OC(=O)C)C)OC=O)O
• InChI: InChI=1S/C43H60O17/c1-12-22(3)35(49)39(51)59-37-36(56-21-44)34(24(5)43(52)31(58-26(7)46)16-28(42(37,43)10)27-14-15-54-19-27)41(9)29(17-32(47)53-11)40(8,20-55-38(50)23(4)13-2)60-33(48)18-30(41)57-25(6)45/h14-15,19,21-23,28-31,34-37,49,52H,5,12-13,16-18,20H2,1-4,6-11H3
• InChI Key: WWWJISXNPGEHND-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₆₀O₁₇
• Molecular Weight: 848.90 g/mol
• Exact Mass: 848.38305044 g/mol
• Topological Polar Surface Area (TPSA): 238.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.89
• H-Bond Acceptor: 17
• H-Bond Donor: 2
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9882	98.82%
Caco-2	-	0.8513	85.13%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7154	71.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.4613	46.13%
OATP1B3 inhibitior	+	0.9391	93.91%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9364	93.64%
BSEP inhibitior	+	0.9903	99.03%
P-glycoprotein inhibitior	+	0.7919	79.19%
P-glycoprotein substrate	+	0.7669	76.69%
CYP3A4 substrate	+	0.7255	72.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8444	84.44%
CYP3A4 inhibition	+	0.5985	59.85%
CYP2C9 inhibition	-	0.6572	65.72%
CYP2C19 inhibition	-	0.7525	75.25%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	-	0.7482	74.82%
CYP2C8 inhibition	+	0.8039	80.39%
CYP inhibitory promiscuity	-	0.7120	71.20%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5508	55.08%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.9044	90.44%
Skin irritation	-	0.6793	67.93%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.5337	53.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3846	38.46%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.5828	58.28%
skin sensitisation	-	0.8527	85.27%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4498	44.98%
Acute Oral Toxicity (c)	II	0.3518	35.18%
Estrogen receptor binding	+	0.7861	78.61%
Androgen receptor binding	+	0.7627	76.27%
Thyroid receptor binding	+	0.5911	59.11%
Glucocorticoid receptor binding	+	0.7934	79.34%
Aromatase binding	+	0.6708	67.08%
PPAR gamma	+	0.7968	79.68%
Honey bee toxicity	-	0.6607	66.07%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.26%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.10%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.46%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.30%	85.14%
CHEMBL2581	P07339	Cathepsin D	95.38%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.69%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	91.10%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.95%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.18%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.66%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.52%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.48%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.46%	86.33%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	87.49%	80.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.00%	91.24%
CHEMBL2413	P32246	C-C chemokine receptor type 1	85.02%	89.50%
CHEMBL4208	P20618	Proteasome component C5	84.66%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.64%	95.50%
CHEMBL5028	O14672	ADAM10	83.85%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	83.57%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.10%	97.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.99%	95.71%
CHEMBL299	P17252	Protein kinase C alpha	82.65%	98.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.10%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.39%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.90%	100.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.74%	97.50%

Plants that contains it

• Trichilia havanensis

Cross-Links

• PubChem: 162955064
• LOTUS: LTS0234141
• wikiData: Q105314391