2,10-Dihydroxy-14-(hydroxymethyl)-5,5,13-trimethyl-16-oxapentacyclo[7.6.2.01,10.04,9.013,15]heptadecane-3,17-dione

Details

• Internal ID: 1b6e6ce2-5a42-4aed-a8b4-05df32b008dd
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: 2,10-dihydroxy-14-(hydroxymethyl)-5,5,13-trimethyl-16-oxapentacyclo[7.6.2.01,10.04,9.013,15]heptadecane-3,17-dione
• InChI: InChI=1S/C20H28O6/c1-16(2)5-4-6-18-13(16)11(22)14(23)20(26-15(18)24)12-10(9-21)17(12,3)7-8-19(18,20)25/h10,12-14,21,23,25H,4-9H2,1-3H3
• InChI Key: GKARPIJLSMMCSR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.81
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9215	92.15%
Caco-2	+	0.5195	51.95%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7103	71.03%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8583	85.83%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6723	67.23%
BSEP inhibitior	-	0.7656	76.56%
P-glycoprotein inhibitior	-	0.8445	84.45%
P-glycoprotein substrate	-	0.7271	72.71%
CYP3A4 substrate	+	0.6476	64.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8512	85.12%
CYP3A4 inhibition	-	0.5865	58.65%
CYP2C9 inhibition	-	0.6519	65.19%
CYP2C19 inhibition	-	0.8547	85.47%
CYP2D6 inhibition	-	0.9568	95.68%
CYP1A2 inhibition	-	0.8859	88.59%
CYP2C8 inhibition	-	0.8255	82.55%
CYP inhibitory promiscuity	-	0.9292	92.92%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6445	64.45%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9384	93.84%
Skin irritation	-	0.5965	59.65%
Skin corrosion	-	0.9336	93.36%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7812	78.12%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.6176	61.76%
skin sensitisation	-	0.9116	91.16%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.4810	48.10%
Acute Oral Toxicity (c)	III	0.4857	48.57%
Estrogen receptor binding	+	0.8199	81.99%
Androgen receptor binding	+	0.7329	73.29%
Thyroid receptor binding	+	0.6108	61.08%
Glucocorticoid receptor binding	+	0.6811	68.11%
Aromatase binding	-	0.5337	53.37%
PPAR gamma	-	0.6571	65.71%
Honey bee toxicity	-	0.9045	90.45%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9547	95.47%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.58%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.78%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.78%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.88%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.15%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.92%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.61%	89.00%
CHEMBL5555	O00767	Acyl-CoA desaturase	83.32%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.22%	91.07%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.28%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.74%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	81.29%	94.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.51%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.32%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 76372694
• LOTUS: LTS0087135
• wikiData: Q104167239