Isobrasiliensophyllic acid C

Details

• Internal ID: 4ad7ed08-c323-4789-8317-9aad8cce3daa
• Taxonomy: Phenylpropanoids and polyketides > Phenylpropanoic acids
• IUPAC Name: 3-[(2S,3R)-7-hydroxy-2,3-dimethyl-6-(3-methylbut-3-enyl)-6-(2-methylprop-1-enyl)-4,5-dioxo-2,3-dihydrochromen-8-yl]-3-phenylpropanoic acid
• InChI: InChI=1S/C29H34O6/c1-16(2)12-13-29(15-17(3)4)27(33)23(21(14-22(30)31)20-10-8-7-9-11-20)26-24(28(29)34)25(32)18(5)19(6)35-26/h7-11,15,18-19,21,33H,1,12-14H2,2-6H3,(H,30,31)/t18-,19+,21?,29?/m1/s1
• InChI Key: GZNWWAGBASVLIH-KDEHGAQWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₆
• Molecular Weight: 478.60 g/mol
• Exact Mass: 478.23553880 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.83
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

• ISOBRASILIENSOPHYLLIC ACID C

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9766	97.66%
Caco-2	-	0.5706	57.06%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7230	72.30%
OATP2B1 inhibitior	-	0.8547	85.47%
OATP1B1 inhibitior	+	0.7685	76.85%
OATP1B3 inhibitior	+	0.8228	82.28%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9570	95.70%
P-glycoprotein inhibitior	+	0.6664	66.64%
P-glycoprotein substrate	-	0.5143	51.43%
CYP3A4 substrate	+	0.6532	65.32%
CYP2C9 substrate	-	0.5839	58.39%
CYP2D6 substrate	-	0.8967	89.67%
CYP3A4 inhibition	+	0.7655	76.55%
CYP2C9 inhibition	-	0.7640	76.40%
CYP2C19 inhibition	-	0.8194	81.94%
CYP2D6 inhibition	-	0.9148	91.48%
CYP1A2 inhibition	-	0.7070	70.70%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8638	86.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6235	62.35%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9227	92.27%
Skin irritation	-	0.5191	51.91%
Skin corrosion	-	0.8905	89.05%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6965	69.65%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6804	68.04%
skin sensitisation	-	0.6938	69.38%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7679	76.79%
Acute Oral Toxicity (c)	III	0.5405	54.05%
Estrogen receptor binding	+	0.5905	59.05%
Androgen receptor binding	+	0.6560	65.60%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.8323	83.23%
Aromatase binding	+	0.5931	59.31%
PPAR gamma	+	0.6034	60.34%
Honey bee toxicity	-	0.7868	78.68%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9908	99.08%

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	97.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.57%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.94%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.64%	94.62%
CHEMBL221	P23219	Cyclooxygenase-1	92.37%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.14%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.17%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.46%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.84%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.27%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.42%	85.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.03%	96.47%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.72%	95.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.33%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.12%	95.89%

Plants that contains it

• Calophyllum brasiliense

Cross-Links

• PubChem: 44566695
• LOTUS: LTS0027904
• wikiData: Q105024477