12,17,18-Trihydroxy-1,4,5,11,15,15-hexamethyl-2,6-dioxatetracyclo[8.8.0.03,8.012,17]octadeca-3(8),4,9-triene-7,14,16-trione

Details

• Internal ID: 744c225f-2a6a-4bd7-80db-58134f433084
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 12,17,18-trihydroxy-1,4,5,11,15,15-hexamethyl-2,6-dioxatetracyclo[8.8.0.03,8.012,17]octadeca-3(8),4,9-triene-7,14,16-trione
• InChI: InChI=1S/C22H26O8/c1-9-11(3)29-16(24)12-7-13-10(2)21(27)8-14(23)19(4,5)17(25)22(21,28)18(26)20(13,6)30-15(9)12/h7,10,18,26-28H,8H2,1-6H3
• InChI Key: PWPQJYHPTWIKRG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₈
• Molecular Weight: 418.40 g/mol
• Exact Mass: 418.16276778 g/mol
• Topological Polar Surface Area (TPSA): 130.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): 0.83
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9538	95.38%
Caco-2	-	0.5253	52.53%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5792	57.92%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.8727	87.27%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6878	68.78%
P-glycoprotein inhibitior	-	0.5918	59.18%
P-glycoprotein substrate	-	0.5236	52.36%
CYP3A4 substrate	+	0.6433	64.33%
CYP2C9 substrate	+	0.6092	60.92%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	-	0.8855	88.55%
CYP2C9 inhibition	-	0.6492	64.92%
CYP2C19 inhibition	-	0.7458	74.58%
CYP2D6 inhibition	-	0.8214	82.14%
CYP1A2 inhibition	-	0.8131	81.31%
CYP2C8 inhibition	-	0.5944	59.44%
CYP inhibitory promiscuity	-	0.9056	90.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5076	50.76%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8808	88.08%
Skin irritation	-	0.6316	63.16%
Skin corrosion	-	0.8952	89.52%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6781	67.81%
Micronuclear	+	0.5359	53.59%
Hepatotoxicity	-	0.5501	55.01%
skin sensitisation	-	0.7431	74.31%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7939	79.39%
Acute Oral Toxicity (c)	III	0.4236	42.36%
Estrogen receptor binding	+	0.6063	60.63%
Androgen receptor binding	+	0.7408	74.08%
Thyroid receptor binding	+	0.6112	61.12%
Glucocorticoid receptor binding	+	0.6985	69.85%
Aromatase binding	+	0.6878	68.78%
PPAR gamma	+	0.6859	68.59%
Honey bee toxicity	-	0.8320	83.20%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9784	97.84%

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	96.42%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.38%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.77%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.21%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	90.00%	83.82%
CHEMBL230	P35354	Cyclooxygenase-2	88.08%	89.63%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.08%	89.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	87.90%	96.39%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.53%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.42%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	81.89%	90.17%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.76%	87.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162816151
• LOTUS: LTS0239412
• wikiData: Q104195485