Anigorufone

Details

• Internal ID: c1714da9-7f3c-40b8-b6d9-c19d12e6895a
• Taxonomy: Benzenoids > Naphthalenes > Phenylnaphthalenes
• IUPAC Name: 2-hydroxy-9-phenylphenalen-1-one
• SMILES (Canonical): C1=CC=C(C=C1)C2=C3C4=C(C=CC=C4C=C(C3=O)O)C=C2
• SMILES (Isomeric): C1=CC=C(C=C1)C2=C3C4=C(C=CC=C4C=C(C3=O)O)C=C2
• InChI: InChI=1S/C19H12O2/c20-16-11-14-8-4-7-13-9-10-15(12-5-2-1-3-6-12)18(17(13)14)19(16)21/h1-11,20H
• InChI Key: ACJJXELQAJQSLK-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₂O₂
• Molecular Weight: 272.30 g/mol
• Exact Mass: 272.083729621 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.60
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 56252-32-5
• 2-hydroxy-9-phenyl-1H-phenalen-1-one
• 2-hydroxy-9-phenylphenalen-1-one
• 1H-phenalen-1-one, 2-hydroxy-9-phenyl-
• 2-Hydroxy-9-phenyl-phenalen-1-one
• 2-hydroxyl-9-phenyl-phenalenone
• CHEMBL1163760
• CHEBI:189798
• DTXSID601291917
• AKOS028108702
• InChI=1/C19H12O2/c20-16-11-14-8-4-7-13-9-10-15(12-5-2-1-3-6-12)18(17(13)14)19(16)21/h1-11,20

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5754	57.54%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7047	70.47%
OATP2B1 inhibitior	-	0.7298	72.98%
OATP1B1 inhibitior	+	0.9285	92.85%
OATP1B3 inhibitior	+	0.9304	93.04%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4541	45.41%
P-glycoprotein inhibitior	-	0.8555	85.55%
P-glycoprotein substrate	-	0.9110	91.10%
CYP3A4 substrate	-	0.5579	55.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7910	79.10%
CYP3A4 inhibition	-	0.8901	89.01%
CYP2C9 inhibition	+	0.7395	73.95%
CYP2C19 inhibition	+	0.5652	56.52%
CYP2D6 inhibition	-	0.8013	80.13%
CYP1A2 inhibition	+	0.8926	89.26%
CYP2C8 inhibition	-	0.6881	68.81%
CYP inhibitory promiscuity	+	0.7214	72.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5080	50.80%
Eye corrosion	-	0.9907	99.07%
Eye irritation	+	0.9564	95.64%
Skin irritation	+	0.7084	70.84%
Skin corrosion	-	0.9860	98.60%
Ames mutagenesis	+	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8441	84.41%
Micronuclear	-	0.5416	54.16%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	+	0.8459	84.59%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.8008	80.08%
Acute Oral Toxicity (c)	II	0.4812	48.12%
Estrogen receptor binding	+	0.9021	90.21%
Androgen receptor binding	+	0.8792	87.92%
Thyroid receptor binding	+	0.7125	71.25%
Glucocorticoid receptor binding	+	0.9373	93.73%
Aromatase binding	+	0.9019	90.19%
PPAR gamma	+	0.9346	93.46%
Honey bee toxicity	-	0.8698	86.98%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9854	98.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	97.72%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.92%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.95%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.76%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.25%	99.23%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	91.25%	96.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.41%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	87.49%	90.17%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	85.87%	96.09%
CHEMBL1907	P15144	Aminopeptidase N	84.80%	93.31%
CHEMBL5805	Q9NR97	Toll-like receptor 8	82.84%	96.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.78%	93.03%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.07%	99.15%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.10%	94.62%

Plants that contains it

• Aesculus hippocastanum
• Andrographis viscosula
• Anigozanthos preissii
• Anigozanthos rufus
• Cyphanthera albicans
• Diospyros canaliculata
• Ensete ventricosum
• Euclea crispa
• Lindera obtusiloba
• Microglossa pyrifolia
• Musa acuminata
• Musa balbisiana
• Musella lasiocarpa
• Senna spectabilis
• Strelitzia reginae
• Tiliacora acuminata
• Verbascum chaixii subsp. austriacum
• Wachendorfia thyrsiflora

Cross-Links

• PubChem: 636472
• NPASS: NPC186128
• LOTUS: LTS0274934
• wikiData: Q105251737