Bryoferulic acid

Details

• Internal ID: 896b148b-380c-4eb1-b0c3-12730c8a53fd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,4aS,6aS,8aR,10S,12aS,14aS,14bR)-10-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy-2,4a,6a,9,9,12a,14a-heptamethyl-1,3,4,5,6,8,8a,10,11,12,14,14b-dodecahydropicene-2-carboxylic acid
• SMILES (Canonical): CC1(C(CCC2(C1CC=C3C2=CCC4(C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C)OC(=O)C=CC6=CC(=C(C=C6)O)OC)C
• SMILES (Isomeric): C[C@]12CC[C@@](C[C@H]1[C@@]3(CC=C4C(=CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OC(=O)/C=C/C6=CC(=C(C=C6)O)OC)C)[C@]3(CC2)C)C)(C)C(=O)O
• InChI: InChI=1S/C40H54O6/c1-35(2)30-13-11-27-26(15-18-40(7)31-24-37(4,34(43)44)20-19-36(31,3)21-22-39(27,40)6)38(30,5)17-16-32(35)46-33(42)14-10-25-9-12-28(41)29(23-25)45-8/h9-12,14-15,23,30-32,41H,13,16-22,24H2,1-8H3,(H,43,44)/b14-10+/t30-,31+,32-,36+,37+,38+,39+,40-/m0/s1
• InChI Key: MKXOPSSUNSEZJV-COSPWPRJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₄O₆
• Molecular Weight: 630.90 g/mol
• Exact Mass: 630.39203944 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 9.20
• Atomic LogP (AlogP): 9.13
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	-	0.7930	79.30%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8677	86.77%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.8647	86.47%
OATP1B3 inhibitior	-	0.4478	44.78%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	+	0.9938	99.38%
P-glycoprotein inhibitior	+	0.8226	82.26%
P-glycoprotein substrate	+	0.5172	51.72%
CYP3A4 substrate	+	0.6894	68.94%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8719	87.19%
CYP3A4 inhibition	-	0.7047	70.47%
CYP2C9 inhibition	-	0.6146	61.46%
CYP2C19 inhibition	-	0.5684	56.84%
CYP2D6 inhibition	-	0.8982	89.82%
CYP1A2 inhibition	+	0.8105	81.05%
CYP2C8 inhibition	+	0.8561	85.61%
CYP inhibitory promiscuity	-	0.8465	84.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8863	88.63%
Carcinogenicity (trinary)	Non-required	0.6548	65.48%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9238	92.38%
Skin irritation	-	0.6320	63.20%
Skin corrosion	-	0.9577	95.77%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6727	67.27%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.6856	68.56%
skin sensitisation	-	0.7817	78.17%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.6698	66.98%
Acute Oral Toxicity (c)	III	0.5003	50.03%
Estrogen receptor binding	+	0.7585	75.85%
Androgen receptor binding	+	0.7627	76.27%
Thyroid receptor binding	+	0.6035	60.35%
Glucocorticoid receptor binding	+	0.8093	80.93%
Aromatase binding	+	0.7125	71.25%
PPAR gamma	+	0.7074	70.74%
Honey bee toxicity	-	0.7457	74.57%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
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	99.23%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.56%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.22%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.73%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.32%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.10%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	91.23%	89.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.46%	99.15%
CHEMBL3194	P02766	Transthyretin	88.03%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.01%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.73%	95.89%
CHEMBL4208	P20618	Proteasome component C5	86.02%	90.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.67%	91.19%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.41%	91.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.15%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.80%	95.50%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	83.46%	94.78%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.68%	91.07%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	81.79%	83.65%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.58%	97.14%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.26%	91.71%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	81.26%	91.79%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.77%	94.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.72%	96.00%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	80.38%	100.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.00%	90.24%

Plants that contains it

• Momordica charantia

Cross-Links

• PubChem: 163184143
• LOTUS: LTS0038590
• wikiData: Q105166296