(1R)-2,3-Dihydro-1,8bbeta-dihydroxy-3beta-phenyl-3abeta-(3,4-dimethoxyphenyl)-6,8-dimethoxy-1H-cyclopenta[b]benzofuran-2alpha-carboxylic acid methyl ester

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	1aac330a-3c34-48ea-b12e-10032989ad9d
Taxonomy	Organoheterocyclic compounds > Benzofurans > Flavaglines
IUPAC Name	methyl (1R,2R,3S,3aR,8bS)-3a-(3,4-dimethoxyphenyl)-1,8b-dihydroxy-6,8-dimethoxy-3-phenyl-2,3-dihydro-1H-cyclopenta[b][1]benzofuran-2-carboxylate
SMILES (Canonical)	COC1=C(C=C(C=C1)C23C(C(C(C2(C4=C(O3)C=C(C=C4OC)OC)O)O)C(=O)OC)C5=CC=CC=C5)OC
SMILES (Isomeric)	COC1=C(C=C(C=C1)[C@]23[C@@H]([C@H]([C@H]([C@]2(C4=C(O3)C=C(C=C4OC)OC)O)O)C(=O)OC)C5=CC=CC=C5)OC
InChI	InChI=1S/C29H30O9/c1-33-18-14-21(36-4)25-22(15-18)38-29(17-11-12-19(34-2)20(13-17)35-3)24(16-9-7-6-8-10-16)23(27(31)37-5)26(30)28(25,29)32/h6-15,23-24,26,30,32H,1-5H3/t23-,24-,26-,28+,29+/m1/s1
InChI Key	OWHOEKLNSDNYTQ-IDAMAFBJSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₉H₃₀O₉
Molecular Weight	522.50 g/mol
Exact Mass	522.18898253 g/mol
Topological Polar Surface Area (TPSA)	113.00 Å²
XlogP	3.20
Atomic LogP (AlogP)	3.14
H-Bond Acceptor	9
H-Bond Donor	2
Rotatable Bonds	7

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9718	97.18%
Caco-2	-	0.5427	54.27%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7600	76.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8913	89.13%
OATP1B3 inhibitior	+	0.8323	83.23%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9651	96.51%
P-glycoprotein inhibitior	+	0.8595	85.95%
P-glycoprotein substrate	-	0.6162	61.62%
CYP3A4 substrate	+	0.6540	65.40%
CYP2C9 substrate	-	0.6173	61.73%
CYP2D6 substrate	-	0.7721	77.21%
CYP3A4 inhibition	-	0.5706	57.06%
CYP2C9 inhibition	-	0.8476	84.76%
CYP2C19 inhibition	-	0.7603	76.03%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.9046	90.46%
CYP2C8 inhibition	+	0.7829	78.29%
CYP inhibitory promiscuity	-	0.5464	54.64%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.3516	35.16%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8060	80.60%
Skin irritation	-	0.7787	77.87%
Skin corrosion	-	0.9564	95.64%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.5039	50.39%
skin sensitisation	-	0.9233	92.33%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7534	75.34%
Acute Oral Toxicity (c)	III	0.4467	44.67%
Estrogen receptor binding	+	0.8006	80.06%
Androgen receptor binding	+	0.7955	79.55%
Thyroid receptor binding	+	0.6657	66.57%
Glucocorticoid receptor binding	+	0.7445	74.45%
Aromatase binding	-	0.4868	48.68%
PPAR gamma	+	0.7078	70.78%
Honey bee toxicity	-	0.8109	81.09%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5877	58.77%
Fish aquatic toxicity	+	0.9811	98.11%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	97.36%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.81%	91.11%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	92.39%	89.44%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.26%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.46%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.47%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.12%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.53%	96.00%
CHEMBL2581	P07339	Cathepsin D	87.39%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.97%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	86.75%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.55%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.71%	94.45%
CHEMBL1255126	O15151	Protein Mdm4	85.36%	90.20%
CHEMBL2535	P11166	Glucose transporter	85.12%	98.75%
CHEMBL4208	P20618	Proteasome component C5	84.47%	90.00%
CHEMBL240	Q12809	HERG	84.28%	89.76%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.50%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.44%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.00%	92.62%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.10%	89.67%
CHEMBL5028	O14672	ADAM10	80.05%	97.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Aglaia spectabilis

Ammodendron karelinii