13-Hydroxy-14,14,16,16-tetramethyl-2,17-dioxatetracyclo[7.7.1.01,12.03,8]heptadeca-3,5,7,12-tetraene-11,15-dione

Details

• Internal ID: 5f369afd-d695-41fe-9d8a-dea9d379f8bf
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: 13-hydroxy-14,14,16,16-tetramethyl-2,17-dioxatetracyclo[7.7.1.01,12.03,8]heptadeca-3,5,7,12-tetraene-11,15-dione
• SMILES (Canonical): CC1(C(=C2C(=O)CC3C4=CC=CC=C4OC2(O3)C(C1=O)(C)C)O)C
• SMILES (Isomeric): CC1(C(=C2C(=O)CC3C4=CC=CC=C4OC2(O3)C(C1=O)(C)C)O)C
• InChI: InChI=1S/C19H20O5/c1-17(2)15(21)14-11(20)9-13-10-7-5-6-8-12(10)23-19(14,24-13)18(3,4)16(17)22/h5-8,13,21H,9H2,1-4H3
• InChI Key: XZEWTFGHFZJQDU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₅
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.13107373 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 5
• 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	+	0.9825	98.25%
Caco-2	-	0.5311	53.11%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8437	84.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8488	84.88%
OATP1B3 inhibitior	+	0.9614	96.14%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8320	83.20%
P-glycoprotein inhibitior	-	0.8098	80.98%
P-glycoprotein substrate	-	0.7926	79.26%
CYP3A4 substrate	+	0.6163	61.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8585	85.85%
CYP3A4 inhibition	-	0.7268	72.68%
CYP2C9 inhibition	+	0.7228	72.28%
CYP2C19 inhibition	-	0.5779	57.79%
CYP2D6 inhibition	-	0.8506	85.06%
CYP1A2 inhibition	-	0.8123	81.23%
CYP2C8 inhibition	+	0.4830	48.30%
CYP inhibitory promiscuity	-	0.6765	67.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Danger	0.5037	50.37%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.6038	60.38%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5330	53.30%
Micronuclear	+	0.5859	58.59%
Hepatotoxicity	-	0.5842	58.42%
skin sensitisation	-	0.6817	68.17%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.7257	72.57%
Acute Oral Toxicity (c)	III	0.3873	38.73%
Estrogen receptor binding	+	0.6777	67.77%
Androgen receptor binding	+	0.5700	57.00%
Thyroid receptor binding	+	0.5149	51.49%
Glucocorticoid receptor binding	+	0.6592	65.92%
Aromatase binding	+	0.6473	64.73%
PPAR gamma	+	0.6570	65.70%
Honey bee toxicity	-	0.8738	87.38%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9788	97.88%

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	99.06%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.48%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.42%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.85%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.59%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	89.01%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.46%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.38%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.81%	97.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.40%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.80%	94.45%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.81%	85.11%
CHEMBL3401	O75469	Pregnane X receptor	80.86%	94.73%

Plants that contains it

• Uvaria afzelii

Cross-Links

• PubChem: 21638394
• LOTUS: LTS0257758
• wikiData: Q105344884