Albaspidin AA

Details

• Internal ID: 26a385bd-8fc4-42e0-ad31-53e5ab540ade
• Taxonomy: Organic acids and derivatives > Vinylogous acids
• IUPAC Name: 2-acetyl-4-[(5-acetyl-2,6-dihydroxy-3,3-dimethyl-4-oxocyclohexa-1,5-dien-1-yl)methyl]-3,5-dihydroxy-6,6-dimethylcyclohexa-2,4-dien-1-one
• SMILES (Canonical): CC(=O)C1=C(C(=C(C(C1=O)(C)C)O)CC2=C(C(C(=O)C(=C2O)C(=O)C)(C)C)O)O
• SMILES (Isomeric): CC(=O)C1=C(C(=C(C(C1=O)(C)C)O)CC2=C(C(C(=O)C(=C2O)C(=O)C)(C)C)O)O
• InChI: InChI=1S/C21H24O8/c1-8(22)12-14(24)10(16(26)20(3,4)18(12)28)7-11-15(25)13(9(2)23)19(29)21(5,6)17(11)27/h24-27H,7H2,1-6H3
• InChI Key: OBCJMBQBESJUST-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₈
• Molecular Weight: 404.40 g/mol
• Exact Mass: 404.14711772 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

• 3570-40-9
• 2-acetyl-4-[(5-acetyl-2,6-dihydroxy-3,3-dimethyl-4-oxocyclohexa-1,5-dien-1-yl)methyl]-3,5-dihydroxy-6,6-dimethylcyclohexa-2,4-dien-1-one
• AlbaspidinAA
• Albaspidin-AA
• albasipidin A-A
• CHEMBL484219
• BCP33279
• HY-N0199
• MFCD20274935
• AKOS030573553
• FS-9793
• PD118408
• CS-0008251
• FT-0688281

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9722	97.22%
Caco-2	-	0.6004	60.04%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8196	81.96%
OATP2B1 inhibitior	-	0.7131	71.31%
OATP1B1 inhibitior	+	0.8585	85.85%
OATP1B3 inhibitior	+	0.9143	91.43%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8416	84.16%
P-glycoprotein inhibitior	-	0.7284	72.84%
P-glycoprotein substrate	-	0.9476	94.76%
CYP3A4 substrate	-	0.5389	53.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8650	86.50%
CYP3A4 inhibition	-	0.8634	86.34%
CYP2C9 inhibition	-	0.5417	54.17%
CYP2C19 inhibition	-	0.6842	68.42%
CYP2D6 inhibition	-	0.9189	91.89%
CYP1A2 inhibition	-	0.8595	85.95%
CYP2C8 inhibition	-	0.9383	93.83%
CYP inhibitory promiscuity	-	0.5313	53.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7993	79.93%
Carcinogenicity (trinary)	Non-required	0.6215	62.15%
Eye corrosion	-	0.9783	97.83%
Eye irritation	+	0.7679	76.79%
Skin irritation	-	0.6704	67.04%
Skin corrosion	-	0.9371	93.71%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4078	40.78%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6512	65.12%
skin sensitisation	+	0.6416	64.16%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.7765	77.65%
Acute Oral Toxicity (c)	III	0.6176	61.76%
Estrogen receptor binding	+	0.7563	75.63%
Androgen receptor binding	-	0.6367	63.67%
Thyroid receptor binding	+	0.5486	54.86%
Glucocorticoid receptor binding	+	0.5498	54.98%
Aromatase binding	-	0.5170	51.70%
PPAR gamma	+	0.6607	66.07%
Honey bee toxicity	-	0.9187	91.87%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9711	97.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.09%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.40%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.07%	98.95%

Plants that contains it

• Dryopteris hawaiiensis
• Hypericum drummondii

Cross-Links

• PubChem: 14378646
• LOTUS: LTS0105537
• wikiData: Q104394210