Rhynchosperin b

Details

• Internal ID: 33792a87-d623-481c-8513-8eb89ee10724
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1R,2R,4S,7S,9R,10R,14R)-7-(furan-3-yl)-2-hydroxy-9-methyl-6,16-dioxatetracyclo[8.7.0.01,14.04,9]heptadec-12-ene-5,11,15-trione
• SMILES (Canonical): CC12CC(OC(=O)C1CC(C34C2C(=O)C=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]2C(=O)C=C[C@H]3C(=O)OC4)O)C5=COC=C5
• InChI: InChI=1S/C20H20O7/c1-19-7-14(10-4-5-25-8-10)27-18(24)12(19)6-15(22)20-9-26-17(23)11(20)2-3-13(21)16(19)20/h2-5,8,11-12,14-16,22H,6-7,9H2,1H3/t11-,12+,14-,15+,16+,19-,20+/m0/s1
• InChI Key: PZAUPCCHLQWMAF-IAXXMGCBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₇
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.12090297 g/mol
• Topological Polar Surface Area (TPSA): 103.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 7
• 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	+	0.9955	99.55%
Caco-2	-	0.6871	68.71%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7992	79.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7607	76.07%
OATP1B3 inhibitior	+	0.9046	90.46%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8614	86.14%
BSEP inhibitior	-	0.5614	56.14%
P-glycoprotein inhibitior	-	0.7040	70.40%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6542	65.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8824	88.24%
CYP3A4 inhibition	-	0.7946	79.46%
CYP2C9 inhibition	-	0.8446	84.46%
CYP2C19 inhibition	-	0.8710	87.10%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.8887	88.87%
CYP2C8 inhibition	-	0.7199	71.99%
CYP inhibitory promiscuity	-	0.9640	96.40%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5301	53.01%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.9810	98.10%
Skin irritation	-	0.7088	70.88%
Skin corrosion	-	0.9315	93.15%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7534	75.34%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.7750	77.50%
skin sensitisation	-	0.8716	87.16%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7903	79.03%
Acute Oral Toxicity (c)	III	0.3636	36.36%
Estrogen receptor binding	+	0.8347	83.47%
Androgen receptor binding	+	0.6612	66.12%
Thyroid receptor binding	-	0.5916	59.16%
Glucocorticoid receptor binding	+	0.6929	69.29%
Aromatase binding	+	0.6178	61.78%
PPAR gamma	+	0.5278	52.78%
Honey bee toxicity	-	0.8321	83.21%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9880	98.80%

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	96.17%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.06%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.79%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.52%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.51%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.84%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.34%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.68%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.90%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.64%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.98%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.39%	95.89%

Plants that contains it

• Aster verticillatus

Cross-Links

• PubChem: 13967150
• LOTUS: LTS0211286
• wikiData: Q105216897