Microporenic acid A

Details

• Internal ID: 3723a915-f435-45ee-aaf3-6aeb1fea7a18
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (1R,2S)-1-[(2E,6E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenoxy]propane-1,2,3-tricarboxylic acid
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCCC(=CCOC(C(CC(=O)O)C(=O)O)C(=O)O)C)C)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC/C(=C/CC/C(=C/CO[C@H]([C@H](CC(=O)O)C(=O)O)C(=O)O)/C)/C)/C)C
• InChI: InChI=1S/C26H40O7/c1-18(2)9-6-10-19(3)11-7-12-20(4)13-8-14-21(5)15-16-33-24(26(31)32)22(25(29)30)17-23(27)28/h9,11,13,15,22,24H,6-8,10,12,14,16-17H2,1-5H3,(H,27,28)(H,29,30)(H,31,32)/b19-11+,20-13+,21-15+/t22-,24+/m0/s1
• InChI Key: ARIRKWOGKXMXSQ-RNEKESDJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₀O₇
• Molecular Weight: 464.60 g/mol
• Exact Mass: 464.27740361 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.78
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 17

Synonyms

• CHEMBL4289095

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9363	93.63%
Caco-2	-	0.7422	74.22%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8274	82.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9148	91.48%
OATP1B3 inhibitior	+	0.9390	93.90%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8103	81.03%
P-glycoprotein inhibitior	+	0.6902	69.02%
P-glycoprotein substrate	-	0.9041	90.41%
CYP3A4 substrate	-	0.5089	50.89%
CYP2C9 substrate	+	0.6594	65.94%
CYP2D6 substrate	-	0.8865	88.65%
CYP3A4 inhibition	-	0.7037	70.37%
CYP2C9 inhibition	-	0.7725	77.25%
CYP2C19 inhibition	-	0.8391	83.91%
CYP2D6 inhibition	-	0.9047	90.47%
CYP1A2 inhibition	-	0.7802	78.02%
CYP2C8 inhibition	-	0.8932	89.32%
CYP inhibitory promiscuity	-	0.9111	91.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7300	73.00%
Carcinogenicity (trinary)	Non-required	0.6752	67.52%
Eye corrosion	-	0.9420	94.20%
Eye irritation	-	0.8984	89.84%
Skin irritation	-	0.7354	73.54%
Skin corrosion	-	0.9879	98.79%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6133	61.33%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8013	80.13%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.8169	81.69%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.5180	51.80%
Acute Oral Toxicity (c)	IV	0.6462	64.62%
Estrogen receptor binding	+	0.6956	69.56%
Androgen receptor binding	-	0.5660	56.60%
Thyroid receptor binding	+	0.6108	61.08%
Glucocorticoid receptor binding	+	0.6404	64.04%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5973	59.73%
Honey bee toxicity	-	0.8420	84.20%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7355	73.55%
Fish aquatic toxicity	+	0.9721	97.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.06%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.26%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.86%	99.17%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	89.41%	92.08%
CHEMBL221	P23219	Cyclooxygenase-1	88.13%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.53%	94.45%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.21%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	80.73%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139589917
• LOTUS: LTS0245167
• wikiData: Q104917341