Asperaculane A

Details

• Internal ID: 55704270-ecf8-4351-9dfa-535ff5c17e2c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2E)-2-[(3aR,4S,8aR)-4-hydroxy-6-(hydroxymethyl)-3a-methyl-2,3,4,5,8,8a-hexahydroazulen-1-ylidene]propanoic acid
• SMILES (Canonical): CC(=C1CCC2(C1CC=C(CC2O)CO)C)C(=O)O
• SMILES (Isomeric): C/C(=C\1/CC[C@@]2([C@@H]1CC=C(C[C@@H]2O)CO)C)/C(=O)O
• InChI: InChI=1S/C15H22O4/c1-9(14(18)19)11-5-6-15(2)12(11)4-3-10(8-16)7-13(15)17/h3,12-13,16-17H,4-8H2,1-2H3,(H,18,19)/b11-9+/t12-,13+,15-/m1/s1
• InChI Key: JDBMOJWYGWGAIH-DZBCAUDPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.88
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

• (2E)-2-((3aR,4S,8aR)-4-hydroxy-6-(hydroxymethyl)-3a-methyl-2,3,4,5,8,8a-hexahydroazulen-1-ylidene)propanoic acid
• (2E)-2-[(3aR,4S,8aR)-4-hydroxy-6-(hydroxymethyl)-3a-methyl-2,3,4,5,8,8a-hexahydroazulen-1-ylidene]propanoic acid
• RefChem:114700
• CHEBI:205378

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9867	98.67%
Caco-2	+	0.7509	75.09%
Blood Brain Barrier	-	0.5589	55.89%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7257	72.57%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8435	84.35%
OATP1B3 inhibitior	+	0.9516	95.16%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5217	52.17%
BSEP inhibitior	-	0.8424	84.24%
P-glycoprotein inhibitior	-	0.9548	95.48%
P-glycoprotein substrate	-	0.8014	80.14%
CYP3A4 substrate	+	0.5501	55.01%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.9065	90.65%
CYP3A4 inhibition	-	0.8686	86.86%
CYP2C9 inhibition	-	0.8515	85.15%
CYP2C19 inhibition	-	0.9326	93.26%
CYP2D6 inhibition	-	0.9257	92.57%
CYP1A2 inhibition	-	0.8189	81.89%
CYP2C8 inhibition	-	0.8139	81.39%
CYP inhibitory promiscuity	-	0.9341	93.41%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6840	68.40%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.6637	66.37%
Skin irritation	-	0.5343	53.43%
Skin corrosion	-	0.9624	96.24%
Ames mutagenesis	-	0.6837	68.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4180	41.80%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6291	62.91%
skin sensitisation	-	0.8247	82.47%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6035	60.35%
Acute Oral Toxicity (c)	III	0.6152	61.52%
Estrogen receptor binding	+	0.5639	56.39%
Androgen receptor binding	+	0.6337	63.37%
Thyroid receptor binding	-	0.5071	50.71%
Glucocorticoid receptor binding	+	0.5797	57.97%
Aromatase binding	-	0.7351	73.51%
PPAR gamma	+	0.5460	54.60%
Honey bee toxicity	-	0.9058	90.58%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9699	96.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.20%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.76%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.52%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.19%	94.45%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	84.76%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.63%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.86%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585506
• LOTUS: LTS0087675
• wikiData: Q77424104