1-[(2R,3aR,8bR)-4',6,6',8-tetrahydroxy-5-(3-methylbutanoyl)-3a-[[2,4,6-trihydroxy-3-(3-methylbutanoyl)phenyl]methyl]spiro[1,8b-dihydrofuro[2,3-b][1]benzofuran-2,2'-3H-1-benzofuran]-5'-yl]-3-methylbutan-1-one

Details

• Internal ID: 681133bb-94c3-42cd-8c71-b3d1ef3f5656
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: 1-[(2R,3aR,8bR)-4',6,6',8-tetrahydroxy-5-(3-methylbutanoyl)-3a-[[2,4,6-trihydroxy-3-(3-methylbutanoyl)phenyl]methyl]spiro[1,8b-dihydrofuro[2,3-b][1]benzofuran-2,2'-3H-1-benzofuran]-5'-yl]-3-methylbutan-1-one
• SMILES (Canonical): CC(C)CC(=O)C1=C(C2=C(C=C1O)OC3(C2)CC4C5=C(C(=C(C=C5O)O)C(=O)CC(C)C)OC4(O3)CC6=C(C(=C(C=C6O)O)C(=O)CC(C)C)O)O
• SMILES (Isomeric): CC(C)CC(=O)C1=C(C2=C(C=C1O)O[C@]3(C2)C[C@@H]4C5=C(C(=C(C=C5O)O)C(=O)CC(C)C)O[C@@]4(O3)CC6=C(C(=C(C=C6O)O)C(=O)CC(C)C)O)O
• InChI: InChI=1S/C39H44O13/c1-16(2)7-23(41)32-27(45)10-22(40)19(35(32)48)14-39-21(31-26(44)11-28(46)34(37(31)51-39)25(43)9-18(5)6)15-38(52-39)13-20-30(50-38)12-29(47)33(36(20)49)24(42)8-17(3)4/h10-12,16-18,21,40,44-49H,7-9,13-15H2,1-6H3/t21-,38+,39-/m1/s1
• InChI Key: OWGLBSVQWZDBPR-JLTZTUGZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₄O₁₃
• Molecular Weight: 720.80 g/mol
• Exact Mass: 720.27819145 g/mol
• Topological Polar Surface Area (TPSA): 221.00 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 6.48
• H-Bond Acceptor: 13
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9025	90.25%
Caco-2	-	0.8455	84.55%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8296	82.96%
OATP2B1 inhibitior	-	0.7187	71.87%
OATP1B1 inhibitior	+	0.7968	79.68%
OATP1B3 inhibitior	+	0.8716	87.16%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9137	91.37%
P-glycoprotein inhibitior	+	0.7631	76.31%
P-glycoprotein substrate	+	0.5344	53.44%
CYP3A4 substrate	+	0.6379	63.79%
CYP2C9 substrate	+	0.6110	61.10%
CYP2D6 substrate	-	0.8359	83.59%
CYP3A4 inhibition	-	0.6747	67.47%
CYP2C9 inhibition	-	0.6022	60.22%
CYP2C19 inhibition	-	0.7630	76.30%
CYP2D6 inhibition	-	0.9165	91.65%
CYP1A2 inhibition	-	0.7302	73.02%
CYP2C8 inhibition	+	0.5192	51.92%
CYP inhibitory promiscuity	-	0.7380	73.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.5372	53.72%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8920	89.20%
Skin irritation	-	0.7801	78.01%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	+	0.6164	61.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4274	42.74%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5946	59.46%
skin sensitisation	-	0.8491	84.91%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.4497	44.97%
Acute Oral Toxicity (c)	III	0.3210	32.10%
Estrogen receptor binding	+	0.8064	80.64%
Androgen receptor binding	+	0.7439	74.39%
Thyroid receptor binding	+	0.5577	55.77%
Glucocorticoid receptor binding	+	0.7366	73.66%
Aromatase binding	+	0.6731	67.31%
PPAR gamma	+	0.7299	72.99%
Honey bee toxicity	-	0.8099	80.99%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
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	98.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.93%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.99%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.63%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.58%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.70%	97.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.97%	99.15%
CHEMBL4208	P20618	Proteasome component C5	85.23%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.82%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.95%	93.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.39%	94.80%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.23%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.56%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.28%	89.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.46%	92.94%

Plants that contains it

• Lysidice rhodostegia

Cross-Links

• PubChem: 57325949
• NPASS: NPC182312
• LOTUS: LTS0244522
• wikiData: Q105201999