6,13-Dihydroxy-12-methyl-10,14-dioxapentacyclo[11.2.2.11,9.02,7.012,18]octadec-6-ene-5,11-dione

Details

• Internal ID: b83eff25-4312-4b28-abe7-2661dd990759
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 6,13-dihydroxy-12-methyl-10,14-dioxapentacyclo[11.2.2.11,9.02,7.012,18]octadec-6-ene-5,11-dione
• SMILES (Canonical): CC12C3C(CC4=C(C(=O)CCC4C35CCC1(OC5)O)O)OC2=O
• SMILES (Isomeric): CC12C3C(CC4=C(C(=O)CCC4C35CCC1(OC5)O)O)OC2=O
• InChI: InChI=1S/C17H20O6/c1-15-13-11(23-14(15)20)6-8-9(2-3-10(18)12(8)19)16(13)4-5-17(15,21)22-7-16/h9,11,13,19,21H,2-7H2,1H3
• InChI Key: XKFGFBDRKMTSMF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₆
• Molecular Weight: 320.30 g/mol
• Exact Mass: 320.12598835 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 1.23
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9761	97.61%
Caco-2	+	0.5607	56.07%
Blood Brain Barrier	-	0.5161	51.61%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.9079	90.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8665	86.65%
OATP1B3 inhibitior	+	0.9736	97.36%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5386	53.86%
BSEP inhibitior	-	0.7774	77.74%
P-glycoprotein inhibitior	-	0.8847	88.47%
P-glycoprotein substrate	-	0.6485	64.85%
CYP3A4 substrate	+	0.6250	62.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8816	88.16%
CYP3A4 inhibition	-	0.9464	94.64%
CYP2C9 inhibition	-	0.9324	93.24%
CYP2C19 inhibition	-	0.9492	94.92%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	-	0.8711	87.11%
CYP2C8 inhibition	-	0.7974	79.74%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4986	49.86%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9343	93.43%
Skin irritation	+	0.5448	54.48%
Skin corrosion	-	0.9107	91.07%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7023	70.23%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.8500	85.00%
skin sensitisation	-	0.8876	88.76%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.8183	81.83%
Acute Oral Toxicity (c)	III	0.3836	38.36%
Estrogen receptor binding	+	0.9124	91.24%
Androgen receptor binding	+	0.6741	67.41%
Thyroid receptor binding	+	0.6343	63.43%
Glucocorticoid receptor binding	+	0.8573	85.73%
Aromatase binding	+	0.6817	68.17%
PPAR gamma	+	0.6202	62.02%
Honey bee toxicity	-	0.7658	76.58%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9498	94.98%

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	95.33%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.67%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	92.95%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.93%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.44%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.86%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.82%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.05%	93.40%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.84%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.69%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.63%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.66%	97.09%
CHEMBL217	P14416	Dopamine D2 receptor	81.07%	95.62%

Plants that contains it

• Casimirella rupestris

Cross-Links

• PubChem: 163022152
• LOTUS: LTS0176683
• wikiData: Q104201066