(-)-applanatumol V

Details

• Internal ID: a540b3a8-6c07-4d0a-a19c-2cb3ef95f59c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: (1S,2S,3R)-2-(2,5-dihydroxybenzoyl)-3-(3-oxoprop-1-en-2-yl)cyclopentane-1-carboxylic acid
• SMILES (Canonical): C=C(C=O)C1CCC(C1C(=O)C2=C(C=CC(=C2)O)O)C(=O)O
• SMILES (Isomeric): C=C(C=O)[C@@H]1CC[C@@H]([C@H]1C(=O)C2=C(C=CC(=C2)O)O)C(=O)O
• InChI: InChI=1S/C16H16O6/c1-8(7-17)10-3-4-11(16(21)22)14(10)15(20)12-6-9(18)2-5-13(12)19/h2,5-7,10-11,14,18-19H,1,3-4H2,(H,21,22)/t10-,11-,14-/m0/s1
• InChI Key: PLGMDEYIMRPUAI-MJVIPROJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₆O₆
• Molecular Weight: 304.29 g/mol
• Exact Mass: 304.09468823 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9644	96.44%
Caco-2	-	0.7755	77.55%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8987	89.87%
OATP2B1 inhibitior	-	0.7238	72.38%
OATP1B1 inhibitior	+	0.8996	89.96%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.9201	92.01%
P-glycoprotein inhibitior	-	0.9534	95.34%
P-glycoprotein substrate	-	0.7947	79.47%
CYP3A4 substrate	-	0.5420	54.20%
CYP2C9 substrate	-	0.5865	58.65%
CYP2D6 substrate	-	0.8746	87.46%
CYP3A4 inhibition	-	0.9202	92.02%
CYP2C9 inhibition	+	0.5971	59.71%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.8627	86.27%
CYP1A2 inhibition	+	0.5685	56.85%
CYP2C8 inhibition	+	0.5383	53.83%
CYP inhibitory promiscuity	-	0.8417	84.17%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7630	76.30%
Carcinogenicity (trinary)	Non-required	0.6618	66.18%
Eye corrosion	-	0.9397	93.97%
Eye irritation	+	0.6530	65.30%
Skin irritation	+	0.4907	49.07%
Skin corrosion	-	0.9045	90.45%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7315	73.15%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.5353	53.53%
skin sensitisation	+	0.5532	55.32%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6013	60.13%
Acute Oral Toxicity (c)	III	0.3713	37.13%
Estrogen receptor binding	-	0.5731	57.31%
Androgen receptor binding	+	0.8330	83.30%
Thyroid receptor binding	-	0.5873	58.73%
Glucocorticoid receptor binding	+	0.6674	66.74%
Aromatase binding	-	0.7221	72.21%
PPAR gamma	+	0.5180	51.80%
Honey bee toxicity	-	0.9155	91.55%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9937	99.37%

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	98.47%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.69%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.96%	95.56%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.61%	94.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.97%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.61%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.78%	91.19%
CHEMBL3194	P02766	Transthyretin	85.34%	90.71%
CHEMBL2581	P07339	Cathepsin D	84.18%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.72%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586905
• LOTUS: LTS0162678
• wikiData: Q77517269