Anthracobic acid B

Details

• Internal ID: 7158bb1c-408d-4171-bfda-cc31450855a5
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acids and conjugates > Medium-chain fatty acids
• IUPAC Name: (2E,4E,6Z,8E)-9-[(1aS,2S,3aR,7aR,7bS)-2-[(E)-but-2-en-2-yl]-2-hydroxy-6-methyl-3,3a,4,7,7a,7b-hexahydro-1aH-naphtho[1,2-b]oxiren-3-yl]-6-methylnona-2,4,6,8-tetraenoic acid
• SMILES (Canonical): CC=C(C)C1(C(C2CC=C(CC2C3C1O3)C)C=CC=C(C)C=CC=CC(=O)O)O
• SMILES (Isomeric): C/C=C(\C)/[C@@]1([C@@H]2[C@@H](O2)[C@@H]3CC(=CC[C@H]3C1/C=C/C=C(/C)\C=C\C=C\C(=O)O)C)O
• InChI: InChI=1S/C25H32O4/c1-5-18(4)25(28)21(11-8-10-16(2)9-6-7-12-22(26)27)19-14-13-17(3)15-20(19)23-24(25)29-23/h5-13,19-21,23-24,28H,14-15H2,1-4H3,(H,26,27)/b9-6+,11-8+,12-7+,16-10-,18-5+/t19-,20-,21?,23+,24+,25-/m1/s1
• InChI Key: RFLQWGOTYZWRJB-WSWMBLLHSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₄
• Molecular Weight: 396.50 g/mol
• Exact Mass: 396.23005950 g/mol
• Topological Polar Surface Area (TPSA): 70.10 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.75
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9778	97.78%
Caco-2	-	0.6212	62.12%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5295	52.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8940	89.40%
OATP1B3 inhibitior	+	0.9508	95.08%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8440	84.40%
P-glycoprotein inhibitior	+	0.6224	62.24%
P-glycoprotein substrate	-	0.6385	63.85%
CYP3A4 substrate	+	0.6575	65.75%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.9022	90.22%
CYP3A4 inhibition	-	0.8217	82.17%
CYP2C9 inhibition	-	0.8740	87.40%
CYP2C19 inhibition	-	0.7731	77.31%
CYP2D6 inhibition	-	0.9154	91.54%
CYP1A2 inhibition	-	0.6915	69.15%
CYP2C8 inhibition	-	0.6705	67.05%
CYP inhibitory promiscuity	-	0.7924	79.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4810	48.10%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9580	95.80%
Skin irritation	-	0.5241	52.41%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	-	0.5791	57.91%
Human Ether-a-go-go-Related Gene inhibition	+	0.7991	79.91%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.6916	69.16%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.8249	82.49%
Acute Oral Toxicity (c)	III	0.3425	34.25%
Estrogen receptor binding	+	0.8020	80.20%
Androgen receptor binding	+	0.5424	54.24%
Thyroid receptor binding	+	0.6768	67.68%
Glucocorticoid receptor binding	+	0.6051	60.51%
Aromatase binding	+	0.5904	59.04%
PPAR gamma	+	0.6644	66.44%
Honey bee toxicity	-	0.7435	74.35%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9925	99.25%

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	92.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.58%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.50%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.28%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.89%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.08%	97.21%
CHEMBL5028	O14672	ADAM10	84.61%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.21%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.14%	95.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.46%	94.45%

Plants that contains it

• Beta vulgaris

Cross-Links

• PubChem: 139588835
• LOTUS: LTS0126885
• wikiData: Q104999367