(1R,4R,5R,9R,10S,13R)-13-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-6-one

Details

• Internal ID: 02bf4a7c-6c37-43e1-9574-4734943d0802
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones
• IUPAC Name: (1R,4R,5R,9R,10S,13R)-13-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-6-one
• InChI: InChI=1S/C19H28O2/c1-13-14-3-8-19-10-9-18(11-19,12-20)7-5-16(19)17(14,2)6-4-15(13)21/h9-10,13-14,16,20H,3-8,11-12H2,1-2H3/t13-,14-,16+,17-,18+,19+/m1/s1
• InChI Key: POUZRLFYYVFDER-NHUKNTKWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₂
• Molecular Weight: 288.40 g/mol
• Exact Mass: 288.208930132 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.74
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.6060	60.60%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6837	68.37%
OATP2B1 inhibitior	-	0.8657	86.57%
OATP1B1 inhibitior	+	0.8528	85.28%
OATP1B3 inhibitior	+	0.9516	95.16%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.7158	71.58%
BSEP inhibitior	+	0.7468	74.68%
P-glycoprotein inhibitior	-	0.7671	76.71%
P-glycoprotein substrate	-	0.8452	84.52%
CYP3A4 substrate	+	0.6310	63.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8211	82.11%
CYP3A4 inhibition	-	0.8489	84.89%
CYP2C9 inhibition	-	0.7687	76.87%
CYP2C19 inhibition	-	0.7796	77.96%
CYP2D6 inhibition	-	0.9429	94.29%
CYP1A2 inhibition	-	0.6558	65.58%
CYP2C8 inhibition	-	0.7803	78.03%
CYP inhibitory promiscuity	-	0.8481	84.81%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6376	63.76%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9555	95.55%
Skin irritation	-	0.6525	65.25%
Skin corrosion	-	0.9669	96.69%
Ames mutagenesis	-	0.7048	70.48%
Human Ether-a-go-go-Related Gene inhibition	-	0.5847	58.47%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7044	70.44%
skin sensitisation	-	0.7326	73.26%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7392	73.92%
Acute Oral Toxicity (c)	III	0.7356	73.56%
Estrogen receptor binding	+	0.8628	86.28%
Androgen receptor binding	+	0.6161	61.61%
Thyroid receptor binding	+	0.6718	67.18%
Glucocorticoid receptor binding	+	0.8925	89.25%
Aromatase binding	+	0.7682	76.82%
PPAR gamma	-	0.5107	51.07%
Honey bee toxicity	-	0.9062	90.62%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9720	97.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.06%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.58%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.56%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.76%	100.00%
CHEMBL2581	P07339	Cathepsin D	90.50%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	90.49%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.38%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.00%	95.56%
CHEMBL4072	P07858	Cathepsin B	82.91%	93.67%
CHEMBL1871	P10275	Androgen Receptor	82.41%	96.43%
CHEMBL1937	Q92769	Histone deacetylase 2	81.33%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.58%	95.89%

Plants that contains it

• Beyeria lechenaultii

Cross-Links

• PubChem: 163048018
• LOTUS: LTS0267002
• wikiData: Q105212691