Oxyphyllenone A

Details

• Internal ID: 45631f12-3c62-4f33-b8a7-54fa995059e3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (4aR,7R,8R)-7,8-dihydroxy-4a,8-dimethyl-4,5,6,7-tetrahydro-3H-naphthalen-2-one
• SMILES (Canonical): CC12CCC(C(C1=CC(=O)CC2)(C)O)O
• SMILES (Isomeric): C[C@]12CC[C@H]([C@](C1=CC(=O)CC2)(C)O)O
• InChI: InChI=1S/C12H18O3/c1-11-5-3-8(13)7-9(11)12(2,15)10(14)4-6-11/h7,10,14-15H,3-6H2,1-2H3/t10-,11+,12-/m1/s1
• InChI Key: ORLGUEREMYIFNG-GRYCIOLGSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₃
• Molecular Weight: 210.27 g/mol
• Exact Mass: 210.125594432 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 1.19
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 363610-34-8
• Oxphyllenone A
• CHEMBL71537
• AKOS032962799
• (4AR,7R,8R)-7,8-DIHYDROXY-4A,8-DIMETHYL-4,5,6,7-TETRAHYDRO-3H-NAPHTHALEN-2-ONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.8374	83.74%
Blood Brain Barrier	+	0.6855	68.55%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8453	84.53%
OATP2B1 inhibitior	-	0.8398	83.98%
OATP1B1 inhibitior	+	0.9289	92.89%
OATP1B3 inhibitior	+	0.9849	98.49%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5629	56.29%
BSEP inhibitior	-	0.9062	90.62%
P-glycoprotein inhibitior	-	0.9615	96.15%
P-glycoprotein substrate	-	0.9204	92.04%
CYP3A4 substrate	+	0.5483	54.83%
CYP2C9 substrate	-	0.7778	77.78%
CYP2D6 substrate	-	0.8555	85.55%
CYP3A4 inhibition	-	0.8318	83.18%
CYP2C9 inhibition	-	0.9076	90.76%
CYP2C19 inhibition	-	0.8194	81.94%
CYP2D6 inhibition	-	0.9252	92.52%
CYP1A2 inhibition	-	0.8955	89.55%
CYP2C8 inhibition	-	0.9563	95.63%
CYP inhibitory promiscuity	-	0.9343	93.43%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5115	51.15%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.6490	64.90%
Skin irritation	+	0.5549	55.49%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.9124	91.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.8070	80.70%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.7105	71.05%
skin sensitisation	-	0.6110	61.10%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5608	56.08%
Acute Oral Toxicity (c)	IV	0.5047	50.47%
Estrogen receptor binding	-	0.8331	83.31%
Androgen receptor binding	-	0.5274	52.74%
Thyroid receptor binding	-	0.7382	73.82%
Glucocorticoid receptor binding	-	0.6397	63.97%
Aromatase binding	-	0.6795	67.95%
PPAR gamma	-	0.7671	76.71%
Honey bee toxicity	-	0.9275	92.75%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9873	98.73%

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	95.33%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.79%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.22%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.08%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.62%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.29%	97.25%
CHEMBL1871	P10275	Androgen Receptor	87.97%	96.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.06%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.23%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.90%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.70%	85.14%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.52%	93.99%
CHEMBL1937	Q92769	Histone deacetylase 2	80.30%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	80.27%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.17%	95.89%

Plants that contains it

• Aconitum contortum
• Ageratum houstonianum
• Alpinia oxyphylla
• Alpinia zerumbet
• Alstonia spectabilis
• Arnica parryi
• Buxus hildebrandtii
• Callicarpa acuminata
• Ceriops tagal
• Cotinus coggygria
• Croton geayi
• Cymopterus terebinthinus
• Dalbergia nitidula
• Drypetes tessmanniana
• Echinacea simulata
• Eremurus chinensis
• Escontria chiotilla
• Eucryphia cordifolia
• Gratiola officinalis
• Hypericum reptans
• Kalanchoe integra
• Kniphofia foliosa
• Melaleuca rugulosa
• Neolitsea villosa
• Nicoteba betonica
• Pachygone dasycarpa
• Petunia axillaris
• Rubus laciniatus
• Salvia officinalis subsp. lavandulifolia
• Saussurea salicifolia
• Strychnos amazonica
• Uncaria africana
• Uvaria lucida
• Verbena officinalis
• Viguiera pinnatilobata

Cross-Links

• PubChem: 10262534
• NPASS: NPC169941
• ChEMBL: CHEMBL71537
• LOTUS: LTS0202074
• wikiData: Q105198027