(1S,10R,11S)-5-methoxy-6,12,12-trimethyltetracyclo[8.5.0.01,11.03,8]pentadeca-3(8),4,6-triene-2,9-dione

Details

• Internal ID: 9f7a8cf7-cddb-4fbc-91c6-4e7ebe299c15
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: (1S,10R,11S)-5-methoxy-6,12,12-trimethyltetracyclo[8.5.0.01,11.03,8]pentadeca-3(8),4,6-triene-2,9-dione
• InChI: InChI=1S/C19H22O3/c1-10-8-11-12(9-13(10)22-4)17(21)19-7-5-6-18(2,3)16(19)14(19)15(11)20/h8-9,14,16H,5-7H2,1-4H3/t14-,16+,19-/m1/s1
• InChI Key: RNGXKCDHAQVJJR-SIXWZSSISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₃
• Molecular Weight: 298.40 g/mol
• Exact Mass: 298.15689456 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.83
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8534	85.34%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8357	83.57%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9090	90.90%
OATP1B3 inhibitior	+	0.9700	97.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.5981	59.81%
P-glycoprotein inhibitior	-	0.6289	62.89%
P-glycoprotein substrate	-	0.7651	76.51%
CYP3A4 substrate	+	0.6441	64.41%
CYP2C9 substrate	-	0.7939	79.39%
CYP2D6 substrate	-	0.7199	71.99%
CYP3A4 inhibition	-	0.7459	74.59%
CYP2C9 inhibition	-	0.5181	51.81%
CYP2C19 inhibition	-	0.6169	61.69%
CYP2D6 inhibition	-	0.9298	92.98%
CYP1A2 inhibition	+	0.6477	64.77%
CYP2C8 inhibition	-	0.6813	68.13%
CYP inhibitory promiscuity	-	0.8367	83.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8432	84.32%
Carcinogenicity (trinary)	Non-required	0.5610	56.10%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.8032	80.32%
Skin irritation	-	0.7047	70.47%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5553	55.53%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5089	50.89%
skin sensitisation	-	0.8270	82.70%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5969	59.69%
Acute Oral Toxicity (c)	III	0.5629	56.29%
Estrogen receptor binding	+	0.8985	89.85%
Androgen receptor binding	+	0.5927	59.27%
Thyroid receptor binding	+	0.6899	68.99%
Glucocorticoid receptor binding	+	0.6785	67.85%
Aromatase binding	+	0.7784	77.84%
PPAR gamma	+	0.8609	86.09%
Honey bee toxicity	-	0.8779	87.79%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9960	99.60%

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	95.43%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	94.82%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.98%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.83%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.65%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.15%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.84%	96.09%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.10%	93.99%
CHEMBL4302	P08183	P-glycoprotein 1	86.30%	92.98%
CHEMBL1871	P10275	Androgen Receptor	84.54%	96.43%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	84.25%	82.38%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.30%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.20%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.95%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.21%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.04%	97.09%

Plants that contains it

• Cnidoscolus quercifolius

Cross-Links

• PubChem: 10891860
• LOTUS: LTS0210447
• wikiData: Q105241325