5,10-Dihydroxy-2,6,12-trimethyl-16-oxapentacyclo[10.3.2.15,8.01,11.02,8]octadecane-7,17-dione

Details

• Internal ID: 9286e0a1-9b3c-4d76-9984-619724cbcb6b
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 5,10-dihydroxy-2,6,12-trimethyl-16-oxapentacyclo[10.3.2.15,8.01,11.02,8]octadecane-7,17-dione
• SMILES (Canonical): CC1C(=O)C23CC(C4C5(CCCC4(C2(CCC1(C3)O)C)OC5=O)C)O
• SMILES (Isomeric): CC1C(=O)C23CC(C4C5(CCCC4(C2(CCC1(C3)O)C)OC5=O)C)O
• InChI: InChI=1S/C20H28O5/c1-11-14(22)18-9-12(21)13-16(2)5-4-6-20(13,25-15(16)23)17(18,3)7-8-19(11,24)10-18/h11-13,21,24H,4-10H2,1-3H3
• InChI Key: VEIDUZHKRMUORW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9724	97.24%
Caco-2	+	0.7287	72.87%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6987	69.87%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8945	89.45%
OATP1B3 inhibitior	+	0.8995	89.95%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	-	0.8011	80.11%
P-glycoprotein inhibitior	-	0.8100	81.00%
P-glycoprotein substrate	-	0.6682	66.82%
CYP3A4 substrate	+	0.6476	64.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8378	83.78%
CYP3A4 inhibition	-	0.7142	71.42%
CYP2C9 inhibition	-	0.8710	87.10%
CYP2C19 inhibition	-	0.8982	89.82%
CYP2D6 inhibition	-	0.9736	97.36%
CYP1A2 inhibition	-	0.7430	74.30%
CYP2C8 inhibition	-	0.8452	84.52%
CYP inhibitory promiscuity	-	0.9841	98.41%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6082	60.82%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9556	95.56%
Skin irritation	+	0.5804	58.04%
Skin corrosion	-	0.8340	83.40%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6326	63.26%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.6158	61.58%
skin sensitisation	-	0.8857	88.57%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.6197	61.97%
Acute Oral Toxicity (c)	I	0.3297	32.97%
Estrogen receptor binding	+	0.8600	86.00%
Androgen receptor binding	+	0.7498	74.98%
Thyroid receptor binding	+	0.6343	63.43%
Glucocorticoid receptor binding	+	0.7295	72.95%
Aromatase binding	+	0.6401	64.01%
PPAR gamma	-	0.6402	64.02%
Honey bee toxicity	-	0.8787	87.87%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9797	97.97%

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	95.00%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.69%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.31%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.82%	96.09%
CHEMBL259	P32245	Melanocortin receptor 4	89.57%	95.38%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.31%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.94%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.41%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.25%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.81%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.50%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.24%	97.14%

Plants that contains it

• Parinari sprucei

Cross-Links

• PubChem: 163012864
• LOTUS: LTS0256479
• wikiData: Q105284609