7-Hydroxy-13-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadeca-4,7,14-trien-6-one

Details

• Internal ID: c0ae529d-82f0-475e-b4ea-434a117f4cc5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones
• IUPAC Name: 7-hydroxy-13-(hydroxymethyl)-5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadeca-4,7,14-trien-6-one
• SMILES (Canonical): CC1=C2CCC34CC(CCC3C2(C=C(C1=O)O)C)(C=C4)CO
• SMILES (Isomeric): CC1=C2CCC34CC(CCC3C2(C=C(C1=O)O)C)(C=C4)CO
• InChI: InChI=1S/C19H24O3/c1-12-13-3-6-19-8-7-18(10-19,11-20)5-4-15(19)17(13,2)9-14(21)16(12)22/h7-9,15,20-21H,3-6,10-11H2,1-2H3
• InChI Key: DFYJKIABSSJZRO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₃
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.46
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9951	99.51%
Caco-2	+	0.5548	55.48%
Blood Brain Barrier	+	0.6358	63.58%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8286	82.86%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8210	82.10%
OATP1B3 inhibitior	+	0.9605	96.05%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5688	56.88%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.9063	90.63%
P-glycoprotein substrate	-	0.8083	80.83%
CYP3A4 substrate	+	0.6389	63.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8814	88.14%
CYP3A4 inhibition	-	0.9112	91.12%
CYP2C9 inhibition	-	0.6762	67.62%
CYP2C19 inhibition	-	0.7679	76.79%
CYP2D6 inhibition	-	0.8641	86.41%
CYP1A2 inhibition	-	0.7183	71.83%
CYP2C8 inhibition	-	0.6829	68.29%
CYP inhibitory promiscuity	-	0.6710	67.10%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6415	64.15%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9539	95.39%
Skin irritation	-	0.6142	61.42%
Skin corrosion	-	0.9551	95.51%
Ames mutagenesis	-	0.7478	74.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4025	40.25%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5213	52.13%
skin sensitisation	-	0.7902	79.02%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.5450	54.50%
Acute Oral Toxicity (c)	III	0.5713	57.13%
Estrogen receptor binding	+	0.6496	64.96%
Androgen receptor binding	+	0.5679	56.79%
Thyroid receptor binding	+	0.6513	65.13%
Glucocorticoid receptor binding	+	0.7236	72.36%
Aromatase binding	+	0.5845	58.45%
PPAR gamma	+	0.5889	58.89%
Honey bee toxicity	-	0.9231	92.31%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9841	98.41%

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	95.87%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.45%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	91.89%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.88%	100.00%
CHEMBL2581	P07339	Cathepsin D	89.75%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.27%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.96%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.29%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	82.63%	95.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.47%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.80%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.33%	97.09%

Plants that contains it

• Excoecaria parvifolia

Cross-Links

• PubChem: 73231412
• LOTUS: LTS0023264
• wikiData: Q104978441