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

Details

• Internal ID: 8127ed6e-4159-4811-bdeb-0c55d47ba44e
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans > Naphthopyranones
• IUPAC Name: 12,17,18-trihydroxy-1,5,11,15,15-pentamethyl-2,6-dioxatetracyclo[8.8.0.03,8.012,17]octadeca-3(8),4-diene-7,9,14,16-tetrone
• InChI: InChI=1S/C21H24O9/c1-8-6-10-12(15(24)29-8)14(23)13-9(2)20(27)7-11(22)18(3,4)16(25)21(20,28)17(26)19(13,5)30-10/h6,9,13,17,26-28H,7H2,1-5H3
• InChI Key: JTVMNJUTRHAGJS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄O₉
• Molecular Weight: 420.40 g/mol
• Exact Mass: 420.14203234 g/mol
• Topological Polar Surface Area (TPSA): 147.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.06
• H-Bond Acceptor: 9
• 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	+	0.8477	84.77%
Caco-2	-	0.6195	61.95%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5235	52.35%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.9037	90.37%
OATP1B3 inhibitior	+	0.9469	94.69%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5077	50.77%
P-glycoprotein inhibitior	-	0.6162	61.62%
P-glycoprotein substrate	-	0.6348	63.48%
CYP3A4 substrate	+	0.6204	62.04%
CYP2C9 substrate	+	0.8079	80.79%
CYP2D6 substrate	-	0.8543	85.43%
CYP3A4 inhibition	-	0.9225	92.25%
CYP2C9 inhibition	-	0.9506	95.06%
CYP2C19 inhibition	-	0.9566	95.66%
CYP2D6 inhibition	-	0.9205	92.05%
CYP1A2 inhibition	-	0.8067	80.67%
CYP2C8 inhibition	-	0.5941	59.41%
CYP inhibitory promiscuity	-	0.9832	98.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6138	61.38%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8954	89.54%
Skin irritation	-	0.6837	68.37%
Skin corrosion	-	0.8696	86.96%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6936	69.36%
Micronuclear	-	0.5082	50.82%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8334	83.34%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6777	67.77%
Acute Oral Toxicity (c)	III	0.6095	60.95%
Estrogen receptor binding	+	0.6676	66.76%
Androgen receptor binding	+	0.7549	75.49%
Thyroid receptor binding	+	0.5827	58.27%
Glucocorticoid receptor binding	+	0.6726	67.26%
Aromatase binding	+	0.5917	59.17%
PPAR gamma	+	0.6804	68.04%
Honey bee toxicity	-	0.8177	81.77%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9209	92.09%

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	98.25%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.65%	83.82%
CHEMBL2581	P07339	Cathepsin D	93.58%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.78%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.26%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.20%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.66%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.05%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.76%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.13%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.01%	100.00%
CHEMBL230	P35354	Cyclooxygenase-2	81.39%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.57%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.27%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163063949
• LOTUS: LTS0110731
• wikiData: Q104169861