Botryosphaeridione

Details

• Internal ID: 659de02e-169d-4912-b4b3-98716284ff7e
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (1R,8aS)-7-hydroxy-1,8a-dimethyl-1H-naphthalene-2,6-dione
• SMILES (Canonical): CC1C(=O)C=CC2=CC(=O)C(=CC12C)O
• SMILES (Isomeric): C[C@H]1C(=O)C=CC2=CC(=O)C(=C[C@@]12C)O
• InChI: InChI=1S/C12H12O3/c1-7-9(13)4-3-8-5-10(14)11(15)6-12(7,8)2/h3-7,15H,1-2H3/t7-,12-/m0/s1
• InChI Key: VLCRZPUGQUYCEU-MADCSZMMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₂O₃
• Molecular Weight: 204.22 g/mol
• Exact Mass: 204.078644241 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• (1R)-1beta,8aalpha-Dimethyl-7-hydroxy-1,2,6,8a-tetrahydronaphthalene-2,6-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.8533	85.33%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8411	84.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8953	89.53%
OATP1B3 inhibitior	+	0.9685	96.85%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9303	93.03%
P-glycoprotein inhibitior	-	0.9804	98.04%
P-glycoprotein substrate	-	0.8347	83.47%
CYP3A4 substrate	+	0.5243	52.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8888	88.88%
CYP3A4 inhibition	-	0.7212	72.12%
CYP2C9 inhibition	-	0.6641	66.41%
CYP2C19 inhibition	-	0.8481	84.81%
CYP2D6 inhibition	-	0.7392	73.92%
CYP1A2 inhibition	-	0.7363	73.63%
CYP2C8 inhibition	-	0.9303	93.03%
CYP inhibitory promiscuity	-	0.6781	67.81%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8854	88.54%
Carcinogenicity (trinary)	Non-required	0.4658	46.58%
Eye corrosion	-	0.9690	96.90%
Eye irritation	+	0.8701	87.01%
Skin irritation	+	0.5897	58.97%
Skin corrosion	-	0.9070	90.70%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8097	80.97%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.5620	56.20%
skin sensitisation	+	0.6885	68.85%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6129	61.29%
Acute Oral Toxicity (c)	III	0.5417	54.17%
Estrogen receptor binding	-	0.6397	63.97%
Androgen receptor binding	+	0.6202	62.02%
Thyroid receptor binding	-	0.6993	69.93%
Glucocorticoid receptor binding	-	0.8154	81.54%
Aromatase binding	-	0.6328	63.28%
PPAR gamma	-	0.8326	83.26%
Honey bee toxicity	-	0.9345	93.45%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9474	94.74%

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	96.38%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.33%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.97%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.79%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	80.39%	94.75%

Plants that contains it

• Aster bellidiastrum
• Caragana halodendron
• Davallia divaricata
• Dolomiaea souliei
• Eucalyptus camaldulensis
• Garcinia mangostana
• Ligularia vellerea
• Lonicera hypoleuca
• Nicotiana sylvestris
• Serpocaulon triseriale

Cross-Links

• PubChem: 44605081
• NPASS: NPC290467
• LOTUS: LTS0023692
• wikiData: Q77513025