(1S,7R,9S,10S,14R)-7-(furan-3-yl)-10-hydroxy-9-methyl-6,16-dioxatetracyclo[8.7.0.01,14.04,9]heptadeca-3,12-diene-5,15-dione

Details

• Internal ID: 38c2a37b-a7c3-4e55-ab25-b26f0eda82a8
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,7R,9S,10S,14R)-7-(furan-3-yl)-10-hydroxy-9-methyl-6,16-dioxatetracyclo[8.7.0.01,14.04,9]heptadeca-3,12-diene-5,15-dione
• InChI: InChI=1S/C20H20O6/c1-18-9-15(12-5-8-24-10-12)26-17(22)13(18)4-7-19-11-25-16(21)14(19)3-2-6-20(18,19)23/h2-5,8,10,14-15,23H,6-7,9,11H2,1H3/t14-,15+,18-,19+,20-/m0/s1
• InChI Key: GIJQQHRWYJFIMX-DJLVLGKWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₆
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.12598835 g/mol
• Topological Polar Surface Area (TPSA): 86.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	-	0.5478	54.78%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8549	85.49%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8505	85.05%
OATP1B3 inhibitior	+	0.9497	94.97%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8114	81.14%
BSEP inhibitior	-	0.4676	46.76%
P-glycoprotein inhibitior	-	0.7077	70.77%
P-glycoprotein substrate	-	0.5771	57.71%
CYP3A4 substrate	+	0.6463	64.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8915	89.15%
CYP3A4 inhibition	-	0.7449	74.49%
CYP2C9 inhibition	-	0.8093	80.93%
CYP2C19 inhibition	-	0.8712	87.12%
CYP2D6 inhibition	-	0.9450	94.50%
CYP1A2 inhibition	-	0.8322	83.22%
CYP2C8 inhibition	-	0.6186	61.86%
CYP inhibitory promiscuity	-	0.9277	92.77%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4844	48.44%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9759	97.59%
Skin irritation	-	0.6203	62.03%
Skin corrosion	-	0.9295	92.95%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7564	75.64%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.7449	74.49%
skin sensitisation	-	0.8491	84.91%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7504	75.04%
Acute Oral Toxicity (c)	I	0.5515	55.15%
Estrogen receptor binding	+	0.7612	76.12%
Androgen receptor binding	+	0.6484	64.84%
Thyroid receptor binding	-	0.5786	57.86%
Glucocorticoid receptor binding	+	0.6571	65.71%
Aromatase binding	+	0.6905	69.05%
PPAR gamma	+	0.5696	56.96%
Honey bee toxicity	-	0.8646	86.46%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9955	99.55%

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	96.78%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.14%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.10%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.73%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.05%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.99%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.99%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.97%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.72%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.54%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.29%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	84.86%	91.49%
CHEMBL4208	P20618	Proteasome component C5	82.45%	90.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.31%	85.14%

Plants that contains it

• Salvia coccinea

Cross-Links

• PubChem: 21588015
• LOTUS: LTS0189529
• wikiData: Q105009037