6-Hydroxy-3,15-dimethyl-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadeca-2,11-diene-4,13-dione

Details

• Internal ID: 4a243ccd-7dc4-45d8-bd95-f05a368521bf
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 6-hydroxy-3,15-dimethyl-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadeca-2,11-diene-4,13-dione
• SMILES (Canonical): CC1=C2C3C4(C(CCC=C4C(=O)O3)CC2(OC1=O)O)C
• SMILES (Isomeric): CC1=C2C3C4(C(CCC=C4C(=O)O3)CC2(OC1=O)O)C
• InChI: InChI=1S/C15H16O5/c1-7-10-11-14(2)8(6-15(10,18)20-12(7)16)4-3-5-9(14)13(17)19-11/h5,8,11,18H,3-4,6H2,1-2H3
• InChI Key: CNACNPCNCNCMOI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.22
• 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	+	0.9879	98.79%
Caco-2	+	0.7086	70.86%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8222	82.22%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9119	91.19%
OATP1B3 inhibitior	+	0.9634	96.34%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5370	53.70%
BSEP inhibitior	-	0.8516	85.16%
P-glycoprotein inhibitior	-	0.8953	89.53%
P-glycoprotein substrate	-	0.8205	82.05%
CYP3A4 substrate	+	0.5799	57.99%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8755	87.55%
CYP3A4 inhibition	-	0.6979	69.79%
CYP2C9 inhibition	-	0.9231	92.31%
CYP2C19 inhibition	-	0.9598	95.98%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.7211	72.11%
CYP2C8 inhibition	-	0.7768	77.68%
CYP inhibitory promiscuity	-	0.9234	92.34%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.5293	52.93%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.8554	85.54%
Skin irritation	+	0.6209	62.09%
Skin corrosion	-	0.7202	72.02%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4055	40.55%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5242	52.42%
skin sensitisation	-	0.7975	79.75%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.6918	69.18%
Acute Oral Toxicity (c)	III	0.4485	44.85%
Estrogen receptor binding	+	0.6230	62.30%
Androgen receptor binding	-	0.4917	49.17%
Thyroid receptor binding	+	0.5170	51.70%
Glucocorticoid receptor binding	+	0.5517	55.17%
Aromatase binding	+	0.5455	54.55%
PPAR gamma	-	0.6598	65.98%
Honey bee toxicity	-	0.9298	92.98%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9653	96.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.52%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.52%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.04%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.02%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.32%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.64%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.57%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.49%	89.00%
CHEMBL2581	P07339	Cathepsin D	82.35%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.71%	97.14%

Plants that contains it

• Ligularia atroviolacea
• Ligularia lapathifolia

Cross-Links

• PubChem: 162983594
• LOTUS: LTS0016890
• wikiData: Q104965488