(1R,2S,5R,8S,11S)-5-(hydroxymethyl)-12,12-dimethyl-6-oxatetracyclo[6.5.0.01,5.02,11]tridecane-4,7-dione

Details

• Internal ID: 71d19517-f7a6-4b40-8966-6ecea1671c04
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,2S,5R,8S,11S)-5-(hydroxymethyl)-12,12-dimethyl-6-oxatetracyclo[6.5.0.01,5.02,11]tridecane-4,7-dione
• InChI: InChI=1S/C15H20O4/c1-13(2)6-14-9-4-3-8(13)10(14)5-11(17)15(14,7-16)19-12(9)18/h8-10,16H,3-7H2,1-2H3/t8-,9+,10-,14-,15+/m0/s1
• InChI Key: WUCRGJAHBCTMHG-UDTKAHAISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.31
• H-Bond Acceptor: 4
• 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	+	0.9372	93.72%
Caco-2	+	0.6870	68.70%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7749	77.49%
OATP2B1 inhibitior	-	0.8524	85.24%
OATP1B1 inhibitior	+	0.8780	87.80%
OATP1B3 inhibitior	+	0.9541	95.41%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5817	58.17%
BSEP inhibitior	-	0.9431	94.31%
P-glycoprotein inhibitior	-	0.9296	92.96%
P-glycoprotein substrate	-	0.8834	88.34%
CYP3A4 substrate	+	0.5703	57.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8388	83.88%
CYP3A4 inhibition	-	0.8465	84.65%
CYP2C9 inhibition	-	0.8283	82.83%
CYP2C19 inhibition	-	0.8884	88.84%
CYP2D6 inhibition	-	0.9614	96.14%
CYP1A2 inhibition	-	0.8545	85.45%
CYP2C8 inhibition	-	0.9101	91.01%
CYP inhibitory promiscuity	-	0.9667	96.67%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6487	64.87%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.7141	71.41%
Skin irritation	-	0.6287	62.87%
Skin corrosion	-	0.8952	89.52%
Ames mutagenesis	-	0.6208	62.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.5320	53.20%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5327	53.27%
skin sensitisation	-	0.8990	89.90%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.7133	71.33%
Acute Oral Toxicity (c)	III	0.5553	55.53%
Estrogen receptor binding	+	0.7738	77.38%
Androgen receptor binding	+	0.7707	77.07%
Thyroid receptor binding	+	0.5211	52.11%
Glucocorticoid receptor binding	-	0.4816	48.16%
Aromatase binding	-	0.7829	78.29%
PPAR gamma	-	0.6483	64.83%
Honey bee toxicity	-	0.9402	94.02%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9418	94.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.35%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.16%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.78%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.60%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.82%	97.25%
CHEMBL2581	P07339	Cathepsin D	87.22%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.69%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.21%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.92%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.08%	95.56%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.74%	85.11%
CHEMBL299	P17252	Protein kinase C alpha	80.70%	98.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162852647
• LOTUS: LTS0221027
• wikiData: Q105312964