(1R,2S,4S,7R,9S,12R,14R,16S)-4-(furan-3-yl)-14-hydroxy-2-methyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadecane-6,11-dione

Details

• Internal ID: b0ef62ce-36f1-4dc6-afc3-521ab711aec6
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1R,2S,4S,7R,9S,12R,14R,16S)-4-(furan-3-yl)-14-hydroxy-2-methyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadecane-6,11-dione
• SMILES (Canonical): CC12CC(OC(=O)C1CC3C4C2CC(CC4C(=O)O3)O)C5=COC=C5
• SMILES (Isomeric): C[C@@]12C[C@H](OC(=O)[C@@H]1C[C@H]3[C@H]4[C@H]2C[C@H](C[C@H]4C(=O)O3)O)C5=COC=C5
• InChI: InChI=1S/C19H22O6/c1-19-7-15(9-2-3-23-8-9)25-18(22)13(19)6-14-16-11(17(21)24-14)4-10(20)5-12(16)19/h2-3,8,10-16,20H,4-7H2,1H3/t10-,11+,12+,13-,14-,15-,16+,19-/m0/s1
• InChI Key: GFUMUSWDMNZQDZ-WBZXIVPDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.14163842 g/mol
• Topological Polar Surface Area (TPSA): 86.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.22
• 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	-	0.5408	54.08%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7285	72.85%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.7213	72.13%
OATP1B3 inhibitior	+	0.9067	90.67%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8026	80.26%
P-glycoprotein inhibitior	-	0.7863	78.63%
P-glycoprotein substrate	-	0.7100	71.00%
CYP3A4 substrate	+	0.6448	64.48%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.7930	79.30%
CYP3A4 inhibition	-	0.7734	77.34%
CYP2C9 inhibition	-	0.8756	87.56%
CYP2C19 inhibition	-	0.9144	91.44%
CYP2D6 inhibition	-	0.9393	93.93%
CYP1A2 inhibition	-	0.9252	92.52%
CYP2C8 inhibition	-	0.7165	71.65%
CYP inhibitory promiscuity	-	0.9830	98.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4981	49.81%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9737	97.37%
Skin irritation	-	0.6556	65.56%
Skin corrosion	-	0.8945	89.45%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8321	83.21%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.8500	85.00%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7103	71.03%
Acute Oral Toxicity (c)	III	0.6155	61.55%
Estrogen receptor binding	+	0.8660	86.60%
Androgen receptor binding	+	0.6835	68.35%
Thyroid receptor binding	-	0.6679	66.79%
Glucocorticoid receptor binding	+	0.7475	74.75%
Aromatase binding	+	0.6067	60.67%
PPAR gamma	-	0.6057	60.57%
Honey bee toxicity	-	0.7994	79.94%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9670	96.70%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.04%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.80%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.41%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.77%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.77%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.76%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.34%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.07%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.64%	90.17%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.87%	100.00%

Plants that contains it

• Dioscorea antaly

Cross-Links

• PubChem: 101514645
• LOTUS: LTS0241655
• wikiData: Q105007808