(+)-applanatumol X

Details

• Internal ID: ae3d0b93-e53c-4b85-9792-bfface7cc159
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: (1S,3aS,9aR)-7-hydroxy-9-oxo-2,3,3a,9a-tetrahydro-1H-cyclopenta[b]chromene-1-carboxylic acid
• SMILES (Canonical): C1CC2C(C1C(=O)O)C(=O)C3=C(O2)C=CC(=C3)O
• SMILES (Isomeric): C1C[C@H]2[C@@H]([C@H]1C(=O)O)C(=O)C3=C(O2)C=CC(=C3)O
• InChI: InChI=1S/C13H12O5/c14-6-1-3-9-8(5-6)12(15)11-7(13(16)17)2-4-10(11)18-9/h1,3,5,7,10-11,14H,2,4H2,(H,16,17)/t7-,10-,11+/m0/s1
• InChI Key: UBUDHORULOYWEA-BKDNQFJXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₂O₅
• Molecular Weight: 248.23 g/mol
• Exact Mass: 248.06847348 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.45
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• (1S,3aS,9aR)-7-hydroxy-9-oxo-2,3,3a,9a-tetrahydro-1H-cyclopenta[b]chromene-1-carboxylic acid
• (1S,3aS,9aR)-7-hydroxy-9-oxo-2,3,3a,9a-tetrahydro-1H-cyclopenta(b)chromene-1-carboxylic acid
• RefChem:67269
• CHEBI:198867

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9239	92.39%
Caco-2	-	0.7729	77.29%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8497	84.97%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.9002	90.02%
OATP1B3 inhibitior	+	0.9631	96.31%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	-	0.9561	95.61%
P-glycoprotein inhibitior	-	0.9471	94.71%
P-glycoprotein substrate	-	0.8269	82.69%
CYP3A4 substrate	-	0.5369	53.69%
CYP2C9 substrate	-	0.5652	56.52%
CYP2D6 substrate	-	0.7939	79.39%
CYP3A4 inhibition	-	0.9063	90.63%
CYP2C9 inhibition	+	0.6770	67.70%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8723	87.23%
CYP1A2 inhibition	+	0.6395	63.95%
CYP2C8 inhibition	-	0.7060	70.60%
CYP inhibitory promiscuity	-	0.9491	94.91%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5734	57.34%
Eye corrosion	-	0.9746	97.46%
Eye irritation	+	0.7866	78.66%
Skin irritation	-	0.6152	61.52%
Skin corrosion	-	0.9159	91.59%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6938	69.38%
Micronuclear	+	0.5159	51.59%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.7916	79.16%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5448	54.48%
Acute Oral Toxicity (c)	I	0.5647	56.47%
Estrogen receptor binding	+	0.6977	69.77%
Androgen receptor binding	+	0.7758	77.58%
Thyroid receptor binding	-	0.6987	69.87%
Glucocorticoid receptor binding	-	0.4846	48.46%
Aromatase binding	-	0.8285	82.85%
PPAR gamma	+	0.6276	62.76%
Honey bee toxicity	-	0.9365	93.65%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.7221	72.21%

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	93.30%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.07%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.14%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.43%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.89%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.42%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.78%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.69%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.05%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	80.63%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139583519
• LOTUS: LTS0194970
• wikiData: Q75063472