8-Methoxygoniodiol

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	d8dbfbdf-8ac2-4ecb-ab7c-bb7775f26d3d
Taxonomy	Benzenoids > Benzene and substituted derivatives > Benzylethers
IUPAC Name	(2R)-2-[(1S,2R)-1-hydroxy-2-methoxy-2-phenylethyl]-2,3-dihydropyran-6-one
SMILES (Canonical)	COC(C1=CC=CC=C1)C(C2CC=CC(=O)O2)O
SMILES (Isomeric)	CO[C@H](C1=CC=CC=C1)[C@H]([C@H]2CC=CC(=O)O2)O
InChI	InChI=1S/C14H16O4/c1-17-14(10-6-3-2-4-7-10)13(16)11-8-5-9-12(15)18-11/h2-7,9,11,13-14,16H,8H2,1H3/t11-,13+,14-/m1/s1
InChI Key	OGXADNXQFFRXMG-KWCYVHTRSA-N
Popularity	2 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₄H₁₆O₄
Molecular Weight	248.27 g/mol
Exact Mass	248.10485899 g/mol
Topological Polar Surface Area (TPSA)	55.80 Å²
XlogP	1.50
Atomic LogP (AlogP)	1.61
H-Bond Acceptor	4
H-Bond Donor	1
Rotatable Bonds	4

Synonyms

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(6R,7R,8R)-8-Methoxygoniodiol

(+)-8-Methoxy goniodiol

(2R)-2-[(1S,2R)-1-hydroxy-2-methoxy-2-phenylethyl]-2,3-dihydropyran-6-one

6-(1-Hydroxy-2-methoxy-2-phenyl-ethyl)-5,6-dihydro-pyran-2-one

2H-pyran-2-one, 5,6-dihydro-6-[(1S,2R)-1-hydroxy-2-methoxy-2-phenylethyl]-, (6R)-

rel-(6R)-6-[(1S,2R)-1-hydroxy-2-methoxy-2-phenylethyl]-5,6-dihydro-2H-pyran-2-one

InChI=1/C14H16O4/c1-17-14(10-6-3-2-4-7-10)13(16)11-8-5-9-12(15)18-11/h2-7,9,11,13-14,16H,8H2,1H3/t11-,13+,14-/m1/s

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	+	0.9543	95.43%
Caco-2	+	0.6405	64.05%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7267	72.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9296	92.96%
OATP1B3 inhibitior	+	0.9620	96.20%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8530	85.30%
P-glycoprotein inhibitior	-	0.9169	91.69%
P-glycoprotein substrate	-	0.8861	88.61%
CYP3A4 substrate	+	0.5328	53.28%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	-	0.8549	85.49%
CYP3A4 inhibition	-	0.8835	88.35%
CYP2C9 inhibition	-	0.9471	94.71%
CYP2C19 inhibition	-	0.6772	67.72%
CYP2D6 inhibition	-	0.9353	93.53%
CYP1A2 inhibition	-	0.7260	72.60%
CYP2C8 inhibition	-	0.9391	93.91%
CYP inhibitory promiscuity	-	0.7899	78.99%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8628	86.28%
Carcinogenicity (trinary)	Non-required	0.4623	46.23%
Eye corrosion	-	0.9122	91.22%
Eye irritation	-	0.8720	87.20%
Skin irritation	-	0.6210	62.10%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4949	49.49%
Micronuclear	+	0.5659	56.59%
Hepatotoxicity	+	0.5107	51.07%
skin sensitisation	-	0.8568	85.68%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	+	0.7830	78.30%
Acute Oral Toxicity (c)	III	0.5533	55.33%
Estrogen receptor binding	+	0.5699	56.99%
Androgen receptor binding	-	0.6677	66.77%
Thyroid receptor binding	-	0.8066	80.66%
Glucocorticoid receptor binding	-	0.7932	79.32%
Aromatase binding	-	0.7603	76.03%
PPAR gamma	-	0.6971	69.71%
Honey bee toxicity	-	0.8096	80.96%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	-	0.4841	48.41%

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
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.18%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.73%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.15%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.69%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.81%	98.95%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.67%	94.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.11%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.78%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.07%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.15%	97.09%
CHEMBL4208	P20618	Proteasome component C5	80.15%	90.00%

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.

Goniothalamus amuyon

Gymnacranthera farquhariana var. paniculata

Lysimachia monelli

Ornithogalum thyrsoides