(1R,2R,4S,7R,9R,10R,14R)-7-(furan-3-yl)-2-hydroxy-9-methyl-6,16-dioxatetracyclo[8.7.0.01,14.04,9]heptadec-12-ene-5,15-dione

Details

• Internal ID: c4201e34-5829-49d3-a134-914e83fd433f
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1R,2R,4S,7R,9R,10R,14R)-7-(furan-3-yl)-2-hydroxy-9-methyl-6,16-dioxatetracyclo[8.7.0.01,14.04,9]heptadec-12-ene-5,15-dione
• SMILES (Canonical): CC12CC(OC(=O)C1CC(C34C2CC=CC3C(=O)OC4)O)C5=COC=C5
• SMILES (Isomeric): C[C@]12C[C@@H](OC(=O)[C@H]1C[C@H]([C@]34[C@@H]2CC=C[C@H]3C(=O)OC4)O)C5=COC=C5
• InChI: InChI=1S/C20H22O6/c1-19-8-14(11-5-6-24-9-11)26-18(23)13(19)7-16(21)20-10-25-17(22)12(20)3-2-4-15(19)20/h2-3,5-6,9,12-16,21H,4,7-8,10H2,1H3/t12-,13+,14+,15+,16+,19-,20-/m0/s1
• InChI Key: FEZPPVYOZYNLPZ-LLHZONGHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.14163842 g/mol
• Topological Polar Surface Area (TPSA): 86.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.39
• 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	+	0.9926	99.26%
Caco-2	-	0.6309	63.09%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8129	81.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7830	78.30%
OATP1B3 inhibitior	+	0.9050	90.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9114	91.14%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	-	0.7086	70.86%
P-glycoprotein substrate	-	0.5779	57.79%
CYP3A4 substrate	+	0.6464	64.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8171	81.71%
CYP3A4 inhibition	-	0.8233	82.33%
CYP2C9 inhibition	-	0.8244	82.44%
CYP2C19 inhibition	-	0.8383	83.83%
CYP2D6 inhibition	-	0.9428	94.28%
CYP1A2 inhibition	-	0.8863	88.63%
CYP2C8 inhibition	-	0.7085	70.85%
CYP inhibitory promiscuity	-	0.9552	95.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5079	50.79%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9849	98.49%
Skin irritation	-	0.6956	69.56%
Skin corrosion	-	0.9299	92.99%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8410	84.10%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.7375	73.75%
skin sensitisation	-	0.8829	88.29%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7564	75.64%
Acute Oral Toxicity (c)	I	0.4126	41.26%
Estrogen receptor binding	+	0.8397	83.97%
Androgen receptor binding	+	0.6598	65.98%
Thyroid receptor binding	-	0.5946	59.46%
Glucocorticoid receptor binding	+	0.6605	66.05%
Aromatase binding	+	0.6971	69.71%
PPAR gamma	+	0.5301	53.01%
Honey bee toxicity	-	0.7875	78.75%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9891	98.91%

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	96.07%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.23%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.24%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.96%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.48%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.49%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.61%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.61%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.37%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	83.75%	90.17%
CHEMBL1937	Q92769	Histone deacetylase 2	83.44%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.45%	95.89%

Plants that contains it

• Salvia rhyacophila

Cross-Links

• PubChem: 15705461
• LOTUS: LTS0276178
• wikiData: Q104994291