(1R,2S,3S,5R,8S,10S,11R,13R)-8-(furan-3-yl)-3-hydroxy-10-methyl-7,14-dioxatetracyclo[11.2.1.02,11.05,10]hexadecane-6,15-dione

Details

• Internal ID: 7bca92bf-7954-4e8e-bb13-4cdb9ef05f7b
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1R,2S,3S,5R,8S,10S,11R,13R)-8-(furan-3-yl)-3-hydroxy-10-methyl-7,14-dioxatetracyclo[11.2.1.02,11.05,10]hexadecane-6,15-dione
• InChI: InChI=1S/C19H22O6/c1-19-7-15(9-2-3-23-8-9)25-18(22)13(19)6-14(20)16-11-4-10(5-12(16)19)24-17(11)21/h2-3,8,10-16,20H,4-7H2,1H3/t10-,11+,12+,13-,14-,15-,16+,19-/m0/s1
• InChI Key: OEIFXOHVCYVTGK-WBZXIVPDSA-N
• Popularity: 2 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	+	0.9856	98.56%
Caco-2	-	0.5887	58.87%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7002	70.02%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.7149	71.49%
OATP1B3 inhibitior	+	0.8968	89.68%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7707	77.07%
P-glycoprotein inhibitior	-	0.7560	75.60%
P-glycoprotein substrate	-	0.6926	69.26%
CYP3A4 substrate	+	0.6555	65.55%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8003	80.03%
CYP3A4 inhibition	-	0.7847	78.47%
CYP2C9 inhibition	-	0.8556	85.56%
CYP2C19 inhibition	-	0.8743	87.43%
CYP2D6 inhibition	-	0.9338	93.38%
CYP1A2 inhibition	-	0.9205	92.05%
CYP2C8 inhibition	-	0.7422	74.22%
CYP inhibitory promiscuity	-	0.9769	97.69%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5022	50.22%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9771	97.71%
Skin irritation	-	0.6614	66.14%
Skin corrosion	-	0.8954	89.54%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7994	79.94%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.8587	85.87%
skin sensitisation	-	0.8977	89.77%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6072	60.72%
Acute Oral Toxicity (c)	III	0.3969	39.69%
Estrogen receptor binding	+	0.8797	87.97%
Androgen receptor binding	+	0.6982	69.82%
Thyroid receptor binding	-	0.7079	70.79%
Glucocorticoid receptor binding	+	0.7137	71.37%
Aromatase binding	+	0.5906	59.06%
PPAR gamma	-	0.5542	55.42%
Honey bee toxicity	-	0.7885	78.85%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9730	97.30%

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	98.58%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.42%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.17%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.71%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.68%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.84%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.42%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	86.88%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.50%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.48%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	81.81%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.49%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	81.15%	83.82%

Plants that contains it

• Dioscorea antaly

Cross-Links

• PubChem: 101514644
• LOTUS: LTS0153247
• wikiData: Q105190291