Machaeridiol A

Details

• Internal ID: a8c4ab6d-105d-41d8-ac97-e427a78d051f
• Taxonomy: Phenylpropanoids and polyketides > Stilbenes
• IUPAC Name: 2-[(1S,2S,5S)-5-methyl-2-prop-1-en-2-ylcyclohexyl]-5-[(E)-2-phenylethenyl]benzene-1,3-diol
• SMILES (Canonical): CC1CCC(C(C1)C2=C(C=C(C=C2O)C=CC3=CC=CC=C3)O)C(=C)C
• SMILES (Isomeric): C[C@H]1CC[C@@H]([C@H](C1)C2=C(C=C(C=C2O)/C=C/C3=CC=CC=C3)O)C(=C)C
• InChI: InChI=1S/C24H28O2/c1-16(2)20-12-9-17(3)13-21(20)24-22(25)14-19(15-23(24)26)11-10-18-7-5-4-6-8-18/h4-8,10-11,14-15,17,20-21,25-26H,1,9,12-13H2,2-3H3/b11-10+/t17-,20+,21-/m0/s1
• InChI Key: IJEYJQAPQVCFJK-FDJBNOADSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈O₂
• Molecular Weight: 348.50 g/mol
• Exact Mass: 348.208930132 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 6.36
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEMBL517946
• SCHEMBL23925717

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7492	74.92%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.9062	90.62%
OATP1B3 inhibitior	+	0.9400	94.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6088	60.88%
BSEP inhibitior	+	0.6707	67.07%
P-glycoprotein inhibitior	+	0.6203	62.03%
P-glycoprotein substrate	-	0.8164	81.64%
CYP3A4 substrate	-	0.5230	52.30%
CYP2C9 substrate	+	0.5905	59.05%
CYP2D6 substrate	-	0.6930	69.30%
CYP3A4 inhibition	+	0.5473	54.73%
CYP2C9 inhibition	-	0.5989	59.89%
CYP2C19 inhibition	-	0.5065	50.65%
CYP2D6 inhibition	-	0.8625	86.25%
CYP1A2 inhibition	+	0.8301	83.01%
CYP2C8 inhibition	+	0.6176	61.76%
CYP inhibitory promiscuity	+	0.8767	87.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7839	78.39%
Carcinogenicity (trinary)	Non-required	0.6150	61.50%
Eye corrosion	-	0.9718	97.18%
Eye irritation	-	0.7405	74.05%
Skin irritation	-	0.6845	68.45%
Skin corrosion	-	0.6942	69.42%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8537	85.37%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5277	52.77%
skin sensitisation	-	0.5383	53.83%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5947	59.47%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8356	83.56%
Acute Oral Toxicity (c)	III	0.6080	60.80%
Estrogen receptor binding	+	0.6858	68.58%
Androgen receptor binding	+	0.8633	86.33%
Thyroid receptor binding	+	0.6886	68.86%
Glucocorticoid receptor binding	+	0.5550	55.50%
Aromatase binding	+	0.7075	70.75%
PPAR gamma	+	0.8962	89.62%
Honey bee toxicity	-	0.8952	89.52%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
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	98.44%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.41%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.91%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.62%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.37%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.90%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.59%	94.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.42%	93.99%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.89%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.02%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.96%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.55%	89.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.32%	94.08%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10427859
• LOTUS: LTS0241828
• wikiData: Q105113919