(1R,2R,4S,7R,9R,12R,16R)-4-(furan-3-yl)-12-hydroxy-2,16-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadec-13-ene-6,11-dione

Details

• Internal ID: 0dce7313-09cc-4ac1-aafa-5f27d3cb2331
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1R,2R,4S,7R,9R,12R,16R)-4-(furan-3-yl)-12-hydroxy-2,16-dimethyl-5,10-dioxatetracyclo[7.6.1.02,7.012,16]hexadec-13-ene-6,11-dione
• InChI: InChI=1S/C20H22O6/c1-18-9-13(11-5-7-24-10-11)25-16(21)12(18)8-15-19(2)14(18)4-3-6-20(19,23)17(22)26-15/h3,5-7,10,12-15,23H,4,8-9H2,1-2H3/t12-,13-,14+,15+,18-,19+,20-/m0/s1
• InChI Key: CQNMFDDLHMZLQX-ZMLJJZBQSA-N
• Popularity: 2 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: 2.30
• Atomic LogP (AlogP): 2.53
• 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	+	0.9750	97.50%
Caco-2	-	0.5212	52.12%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7250	72.50%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7792	77.92%
OATP1B3 inhibitior	-	0.2199	21.99%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6073	60.73%
P-glycoprotein inhibitior	-	0.7092	70.92%
P-glycoprotein substrate	-	0.6641	66.41%
CYP3A4 substrate	+	0.6327	63.27%
CYP2C9 substrate	-	0.8143	81.43%
CYP2D6 substrate	-	0.8530	85.30%
CYP3A4 inhibition	-	0.5554	55.54%
CYP2C9 inhibition	-	0.8932	89.32%
CYP2C19 inhibition	-	0.9035	90.35%
CYP2D6 inhibition	-	0.9562	95.62%
CYP1A2 inhibition	-	0.8595	85.95%
CYP2C8 inhibition	-	0.7427	74.27%
CYP inhibitory promiscuity	-	0.9065	90.65%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4214	42.14%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9761	97.61%
Skin irritation	-	0.5930	59.30%
Skin corrosion	-	0.8716	87.16%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8195	81.95%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.8125	81.25%
skin sensitisation	-	0.8560	85.60%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.8108	81.08%
Acute Oral Toxicity (c)	I	0.5889	58.89%
Estrogen receptor binding	+	0.8569	85.69%
Androgen receptor binding	+	0.6867	68.67%
Thyroid receptor binding	+	0.5803	58.03%
Glucocorticoid receptor binding	+	0.7312	73.12%
Aromatase binding	+	0.7294	72.94%
PPAR gamma	-	0.5381	53.81%
Honey bee toxicity	-	0.8962	89.62%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6400	64.00%
Fish aquatic toxicity	+	0.9950	99.50%

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	95.62%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.04%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.79%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.54%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.12%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.73%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.89%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.81%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.40%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.36%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.11%	96.09%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.20%	85.11%

Plants that contains it

• Tinospora cordifolia

Cross-Links

• PubChem: 163018356
• LOTUS: LTS0187696
• wikiData: Q104968154