(1R,11R,12S,13S,16R)-12-hydroxy-8,16-dimethyl-14-oxapentacyclo[11.2.2.19,12.01,11.04,10]octadeca-4,7,9-triene-6,15-dione

Details

• Internal ID: e8efbe21-55e7-4b93-b806-4644bd411cda
• Taxonomy: Hydrocarbon derivatives > Tropones
• IUPAC Name: (1R,11R,12S,13S,16R)-12-hydroxy-8,16-dimethyl-14-oxapentacyclo[11.2.2.19,12.01,11.04,10]octadeca-4,7,9-triene-6,15-dione
• InChI: InChI=1S/C19H20O4/c1-9-5-12(20)7-11-3-4-18-10(2)6-14(23-17(18)21)19(22)8-13(9)15(11)16(18)19/h5,7,10,14,16,22H,3-4,6,8H2,1-2H3/t10-,14+,16-,18-,19-/m1/s1
• InChI Key: PKYNSKWZQXVGLT-KCLPUUNOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.62
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9797	97.97%
Caco-2	+	0.5433	54.33%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7775	77.75%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9334	93.34%
OATP1B3 inhibitior	+	0.8149	81.49%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8071	80.71%
BSEP inhibitior	-	0.6434	64.34%
P-glycoprotein inhibitior	-	0.8729	87.29%
P-glycoprotein substrate	-	0.7056	70.56%
CYP3A4 substrate	+	0.6248	62.48%
CYP2C9 substrate	-	0.8003	80.03%
CYP2D6 substrate	-	0.8496	84.96%
CYP3A4 inhibition	-	0.8971	89.71%
CYP2C9 inhibition	-	0.9009	90.09%
CYP2C19 inhibition	-	0.7833	78.33%
CYP2D6 inhibition	-	0.9304	93.04%
CYP1A2 inhibition	-	0.5741	57.41%
CYP2C8 inhibition	-	0.8198	81.98%
CYP inhibitory promiscuity	-	0.9816	98.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6638	66.38%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9586	95.86%
Skin irritation	-	0.6049	60.49%
Skin corrosion	-	0.8938	89.38%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6122	61.22%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5533	55.33%
skin sensitisation	-	0.8893	88.93%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.6992	69.92%
Acute Oral Toxicity (c)	III	0.4771	47.71%
Estrogen receptor binding	+	0.8211	82.11%
Androgen receptor binding	+	0.7261	72.61%
Thyroid receptor binding	-	0.5198	51.98%
Glucocorticoid receptor binding	+	0.8168	81.68%
Aromatase binding	-	0.6547	65.47%
PPAR gamma	+	0.6672	66.72%
Honey bee toxicity	-	0.8660	86.60%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9816	98.16%

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%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.41%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.33%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.89%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.96%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.68%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.61%	97.25%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	86.31%	86.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.48%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.64%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.30%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.23%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.16%	92.94%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.76%	85.11%
CHEMBL2581	P07339	Cathepsin D	80.11%	98.95%

Plants that contains it

• Cephalotaxus fortunei

Cross-Links

• PubChem: 163006000
• LOTUS: LTS0017359
• wikiData: Q105210762