[(3S,4R,4aR,5S,7R,8S,8aR)-8-[(2S,3aS,5R,6aS)-5-[[(2S,3aS,5S,6aS)-2-[(1S,2R,4S,4aR,5R,6S,8aR)-4,6-diacetyloxy-4a-(acetyloxymethyl)-1,2-dimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl]-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]oxy]-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl]-3,5-diacetyloxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate

Details

• Internal ID: 1579d151-df6c-4ff1-ae27-15c8a156b0c2
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Hexacarboxylic acids and derivatives
• IUPAC Name: [(3S,4R,4aR,5S,7R,8S,8aR)-8-[(2S,3aS,5R,6aS)-5-[[(2S,3aS,5S,6aS)-2-[(1S,2R,4S,4aR,5R,6S,8aR)-4,6-diacetyloxy-4a-(acetyloxymethyl)-1,2-dimethylspiro[3,4,6,7,8,8a-hexahydro-2H-naphthalene-5,2'-oxirane]-1-yl]-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-5-yl]oxy]-2,3,3a,4,5,6a-hexahydrofuro[2,3-b]furan-2-yl]-3,5-diacetyloxy-7,8-dimethylspiro[2,3,5,6,7,8a-hexahydro-1H-naphthalene-4,2'-oxirane]-4a-yl]methyl acetate
• SMILES (Canonical): CC1CC(C2(C(C1(C)C3CC4CC(OC4O3)OC5CC6CC(OC6O5)C7(C(CC(C8(C7CCC(C89CO9)OC(=O)C)COC(=O)C)OC(=O)C)C)C)CCC(C21CO1)OC(=O)C)COC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@]2([C@@H]([C@@]1(C)[C@@H]3C[C@H]4C[C@H](O[C@@H]4O3)O[C@H]5C[C@@H]6C[C@H](O[C@H]6O5)[C@]7([C@@H](C[C@@H]([C@@]8([C@@H]7CC[C@@H]([C@]89CO9)OC(=O)C)COC(=O)C)OC(=O)C)C)C)CC[C@@H]([C@]21CO1)OC(=O)C)COC(=O)C)OC(=O)C
• InChI: InChI=1S/C52H74O19/c1-25-15-41(65-31(7)57)49(21-59-27(3)53)35(11-13-37(63-29(5)55)51(49)23-61-51)47(25,9)39-17-33-19-43(70-45(33)67-39)69-44-20-34-18-40(68-46(34)71-44)48(10)26(2)16-42(66-32(8)58)50(22-60-28(4)54)36(48)12-14-38(64-30(6)56)52(50)24-62-52/h25-26,33-46H,11-24H2,1-10H3/t25-,26-,33+,34+,35-,36-,37+,38+,39+,40+,41+,42+,43-,44+,45+,46+,47+,48+,49+,50+,51-,52-/m1/s1
• InChI Key: ONTGQKSCCGGHSV-XLCIEMGTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₇₄O₁₉
• Molecular Weight: 1003.10 g/mol
• Exact Mass: 1002.48243013 g/mol
• Topological Polar Surface Area (TPSA): 229.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.23
• H-Bond Acceptor: 19
• H-Bond Donor: 0
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9742	97.42%
Caco-2	-	0.8563	85.63%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7995	79.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8799	87.99%
OATP1B3 inhibitior	+	0.9664	96.64%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9885	98.85%
P-glycoprotein inhibitior	+	0.7566	75.66%
P-glycoprotein substrate	+	0.5233	52.33%
CYP3A4 substrate	+	0.6743	67.43%
CYP2C9 substrate	-	0.8146	81.46%
CYP2D6 substrate	-	0.8690	86.90%
CYP3A4 inhibition	-	0.7296	72.96%
CYP2C9 inhibition	-	0.7882	78.82%
CYP2C19 inhibition	-	0.7669	76.69%
CYP2D6 inhibition	-	0.9516	95.16%
CYP1A2 inhibition	-	0.9134	91.34%
CYP2C8 inhibition	+	0.5755	57.55%
CYP inhibitory promiscuity	-	0.8503	85.03%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5444	54.44%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.8984	89.84%
Skin irritation	-	0.7306	73.06%
Skin corrosion	-	0.9242	92.42%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7237	72.37%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5858	58.58%
skin sensitisation	-	0.8979	89.79%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4883	48.83%
Acute Oral Toxicity (c)	III	0.3837	38.37%
Estrogen receptor binding	+	0.7697	76.97%
Androgen receptor binding	+	0.7530	75.30%
Thyroid receptor binding	+	0.5626	56.26%
Glucocorticoid receptor binding	+	0.6875	68.75%
Aromatase binding	+	0.6388	63.88%
PPAR gamma	+	0.7584	75.84%
Honey bee toxicity	-	0.7718	77.18%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5287	52.87%
Fish aquatic toxicity	+	0.9803	98.03%

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	98.57%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.24%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.98%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	91.42%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.72%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.47%	97.25%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.31%	97.28%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.97%	85.14%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	88.37%	95.71%
CHEMBL2581	P07339	Cathepsin D	88.23%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.80%	89.05%
CHEMBL5255	O00206	Toll-like receptor 4	86.84%	92.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.83%	94.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.33%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.82%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.80%	92.94%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.50%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.00%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.56%	97.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.55%	95.50%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.71%	95.58%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.07%	82.69%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.76%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	80.70%	97.79%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.65%	98.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.31%	89.00%

Plants that contains it

• Volkameria inermis

Cross-Links

• PubChem: 162978943
• LOTUS: LTS0250046
• wikiData: Q105195107