Machaeridiol C

Details

• Internal ID: 73369eeb-bfa6-4816-8a5d-c6edbfae1ed9
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 5-(1-benzofuran-2-yl)-2-[(1S,2S,5S)-5-methyl-2-prop-1-en-2-ylcyclohexyl]benzene-1,3-diol
• InChI: InChI=1S/C24H26O3/c1-14(2)18-9-8-15(3)10-19(18)24-20(25)11-17(12-21(24)26)23-13-16-6-4-5-7-22(16)27-23/h4-7,11-13,15,18-19,25-26H,1,8-10H2,2-3H3/t15-,18+,19-/m0/s1
• InChI Key: UPLNMKNMLLBKKI-IPELMVKDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₃
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.18819469 g/mol
• Topological Polar Surface Area (TPSA): 53.60 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 6.61
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 5-(1-benzofuran-2-yl)-2-((1S,2S,5S)-5-methyl-2-prop-1-en-2-ylcyclohexyl)benzene-1,3-diol
• 5-(1-benzofuran-2-yl)-2-[(1S,2S,5S)-5-methyl-2-prop-1-en-2-ylcyclohexyl]benzene-1,3-diol
• RefChem:154945
• 565429-93-8
• CHEMBL466161
• SCHEMBL23925975

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	-	0.7171	71.71%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5451	54.51%
OATP2B1 inhibitior	-	0.7181	71.81%
OATP1B1 inhibitior	+	0.9254	92.54%
OATP1B3 inhibitior	+	0.9428	94.28%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6933	69.33%
P-glycoprotein inhibitior	+	0.7069	70.69%
P-glycoprotein substrate	-	0.6970	69.70%
CYP3A4 substrate	+	0.5772	57.72%
CYP2C9 substrate	-	0.7939	79.39%
CYP2D6 substrate	+	0.3730	37.30%
CYP3A4 inhibition	+	0.6635	66.35%
CYP2C9 inhibition	-	0.5231	52.31%
CYP2C19 inhibition	+	0.5508	55.08%
CYP2D6 inhibition	-	0.8408	84.08%
CYP1A2 inhibition	+	0.8966	89.66%
CYP2C8 inhibition	+	0.7592	75.92%
CYP inhibitory promiscuity	+	0.9424	94.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5213	52.13%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.8009	80.09%
Skin irritation	-	0.7059	70.59%
Skin corrosion	-	0.8812	88.12%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7873	78.73%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5083	50.83%
skin sensitisation	-	0.7461	74.61%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7461	74.61%
Acute Oral Toxicity (c)	III	0.3005	30.05%
Estrogen receptor binding	+	0.7735	77.35%
Androgen receptor binding	+	0.8217	82.17%
Thyroid receptor binding	+	0.6826	68.26%
Glucocorticoid receptor binding	+	0.7319	73.19%
Aromatase binding	+	0.6873	68.73%
PPAR gamma	+	0.9011	90.11%
Honey bee toxicity	-	0.8670	86.70%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
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	99.14%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.77%	97.09%
CHEMBL2581	P07339	Cathepsin D	92.14%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.13%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.66%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.65%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.43%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.32%	94.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.24%	85.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.05%	96.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.78%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.70%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10882982
• LOTUS: LTS0189505
• wikiData: Q105276863