5-Hydroxy-2,6,6,10,14-pentamethyl-11,13-dioxatetracyclo[8.8.0.02,7.012,17]octadec-12(17)-ene-3,16-dione

Details

• Internal ID: 9d9a0049-4dbd-4a00-a4de-66f97c5984cd
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 5-hydroxy-2,6,6,10,14-pentamethyl-11,13-dioxatetracyclo[8.8.0.02,7.012,17]octadec-12(17)-ene-3,16-dione
• SMILES (Canonical): CC1CC(=O)C2=C(O1)OC3(CCC4C(C(CC(=O)C4(C3C2)C)O)(C)C)C
• SMILES (Isomeric): CC1CC(=O)C2=C(O1)OC3(CCC4C(C(CC(=O)C4(C3C2)C)O)(C)C)C
• InChI: InChI=1S/C21H30O5/c1-11-8-13(22)12-9-15-20(4,26-18(12)25-11)7-6-14-19(2,3)16(23)10-17(24)21(14,15)5/h11,14-16,23H,6-10H2,1-5H3
• InChI Key: WNQOWPFARWIGAD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₅
• Molecular Weight: 362.50 g/mol
• Exact Mass: 362.20932405 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 3.15
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• AKOS040737970

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9759	97.59%
Caco-2	+	0.7323	73.23%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8149	81.49%
OATP2B1 inhibitior	-	0.8634	86.34%
OATP1B1 inhibitior	+	0.8644	86.44%
OATP1B3 inhibitior	+	0.9263	92.63%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.6230	62.30%
P-glycoprotein inhibitior	-	0.6686	66.86%
P-glycoprotein substrate	-	0.7520	75.20%
CYP3A4 substrate	+	0.6165	61.65%
CYP2C9 substrate	-	0.7795	77.95%
CYP2D6 substrate	-	0.8132	81.32%
CYP3A4 inhibition	+	0.6143	61.43%
CYP2C9 inhibition	-	0.9203	92.03%
CYP2C19 inhibition	-	0.9480	94.80%
CYP2D6 inhibition	-	0.9554	95.54%
CYP1A2 inhibition	-	0.8200	82.00%
CYP2C8 inhibition	-	0.8198	81.98%
CYP inhibitory promiscuity	-	0.9745	97.45%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5601	56.01%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8639	86.39%
Skin irritation	+	0.5703	57.03%
Skin corrosion	-	0.9063	90.63%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5303	53.03%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5092	50.92%
skin sensitisation	-	0.7325	73.25%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4640	46.40%
Acute Oral Toxicity (c)	III	0.6263	62.63%
Estrogen receptor binding	+	0.5908	59.08%
Androgen receptor binding	+	0.6399	63.99%
Thyroid receptor binding	+	0.6115	61.15%
Glucocorticoid receptor binding	+	0.8389	83.89%
Aromatase binding	-	0.5118	51.18%
PPAR gamma	+	0.6448	64.48%
Honey bee toxicity	-	0.8523	85.23%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9858	98.58%

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	91.88%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	90.15%	90.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.95%	92.94%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.54%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	86.09%	94.75%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.02%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.16%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.15%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.02%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.75%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.73%	93.40%
CHEMBL2996	Q05655	Protein kinase C delta	81.73%	97.79%
CHEMBL2581	P07339	Cathepsin D	80.84%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 128964472
• LOTUS: LTS0128781
• wikiData: Q104200447