Isoamericanol A

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	b78ae0c9-a0e7-401c-bbcc-6ddd665cf029
Taxonomy	Organoheterocyclic compounds > Benzodioxanes > Phenylbenzodioxanes > Phenylbenzo-1,4-dioxanes
IUPAC Name	4-[(2R,3R)-2-(hydroxymethyl)-6-[(E)-3-hydroxyprop-1-enyl]-2,3-dihydro-1,4-benzodioxin-3-yl]benzene-1,2-diol
SMILES (Canonical)	C1=CC2=C(C=C1C=CCO)OC(C(O2)CO)C3=CC(=C(C=C3)O)O
SMILES (Isomeric)	C1=CC2=C(C=C1/C=C/CO)O[C@@H]([C@H](O2)CO)C3=CC(=C(C=C3)O)O
InChI	InChI=1S/C18H18O6/c19-7-1-2-11-3-6-15-16(8-11)24-18(17(10-20)23-15)12-4-5-13(21)14(22)9-12/h1-6,8-9,17-22H,7,10H2/b2-1+/t17-,18-/m1/s1
InChI Key	PPZYUSOIUGJLFB-ZHEVZCJESA-N
Popularity	2 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₈H₁₈O₆
Molecular Weight	330.30 g/mol
Exact Mass	330.11033829 g/mol
Topological Polar Surface Area (TPSA)	99.40 Å²
XlogP	1.60
Atomic LogP (AlogP)	1.98
H-Bond Acceptor	6
H-Bond Donor	4
Rotatable Bonds	4

Synonyms

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133838-66-1

4-[(2R,3R)-2-(hydroxymethyl)-6-[(E)-3-hydroxyprop-1-enyl]-2,3-dihydro-1,4-benzodioxin-3-yl]benzene-1,2-diol

CHEMBL1082871

CHEBI:175212

(2R)-3beta-(3,4-Dihydroxyphenyl)-6-(3-hydroxy-1-propenyl)-2,3-dihydro-1,4-benzodioxin-2alpha-methanol

(2R)-3beta-(3,4-Dihydroxyphenyl)-6-[(E)-3-hydroxy-1-propenyl]-2,3-dihydro-1,4-benzodioxin-2alpha-methanol

1,2-Benzenediol, 4-(2,3-dihydro-3-(hydroxymethyl)-7-(3-hydroxy-1-propenyl)-1,4-benzodioxin-2-yl)-, (2alpha,3beta,7(E))-

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	+	0.9044	90.44%
Caco-2	-	0.8237	82.37%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6430	64.30%
OATP2B1 inhibitior	-	0.7180	71.80%
OATP1B1 inhibitior	+	0.8904	89.04%
OATP1B3 inhibitior	+	0.9797	97.97%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5619	56.19%
P-glycoprotein inhibitior	-	0.6082	60.82%
P-glycoprotein substrate	-	0.9552	95.52%
CYP3A4 substrate	-	0.5340	53.40%
CYP2C9 substrate	+	0.6095	60.95%
CYP2D6 substrate	-	0.6855	68.55%
CYP3A4 inhibition	-	0.8750	87.50%
CYP2C9 inhibition	-	0.7256	72.56%
CYP2C19 inhibition	-	0.6355	63.55%
CYP2D6 inhibition	-	0.8527	85.27%
CYP1A2 inhibition	-	0.7211	72.11%
CYP2C8 inhibition	-	0.6125	61.25%
CYP inhibitory promiscuity	+	0.5993	59.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6054	60.54%
Eye corrosion	-	0.9912	99.12%
Eye irritation	+	0.6827	68.27%
Skin irritation	-	0.7646	76.46%
Skin corrosion	-	0.9576	95.76%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4652	46.52%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.7746	77.46%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7058	70.58%
Acute Oral Toxicity (c)	II	0.4084	40.84%
Estrogen receptor binding	+	0.6525	65.25%
Androgen receptor binding	+	0.7657	76.57%
Thyroid receptor binding	+	0.6790	67.90%
Glucocorticoid receptor binding	+	0.5804	58.04%
Aromatase binding	+	0.7317	73.17%
PPAR gamma	+	0.6948	69.48%
Honey bee toxicity	-	0.8070	80.70%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7836	78.36%

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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.53%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.18%	91.49%
CHEMBL3194	P02766	Transthyretin	89.27%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.94%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.36%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.69%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.98%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.50%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.35%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.07%	99.15%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.58%	91.71%
CHEMBL3401	O75469	Pregnane X receptor	82.42%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.61%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.51%	86.92%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	81.32%	96.37%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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