Elliptone

Details

• Internal ID: 0e76c59f-f16c-4ad8-b4e2-04091c40951c
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Rotenoids > Rotenones
• IUPAC Name: (1S,13S)-16,17-dimethoxy-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),5,9,14,16,18-heptaen-12-one
• SMILES (Canonical): COC1=C(C=C2C(=C1)C3C(CO2)OC4=C(C3=O)C=CC5=C4C=CO5)OC
• SMILES (Isomeric): COC1=C(C=C2C(=C1)[C@H]3[C@@H](CO2)OC4=C(C3=O)C=CC5=C4C=CO5)OC
• InChI: InChI=1S/C20H16O6/c1-22-15-7-12-14(8-16(15)23-2)25-9-17-18(12)19(21)11-3-4-13-10(5-6-24-13)20(11)26-17/h3-8,17-18H,9H2,1-2H3/t17-,18+/m1/s1
• InChI Key: KPSZGBRARBOMHQ-MSOLQXFVSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₆O₆
• Molecular Weight: 352.30 g/mol
• Exact Mass: 352.09468823 g/mol
• Topological Polar Surface Area (TPSA): 67.10 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 478-10-4
• (6aS,12aS)-12,12a-Dihydro-8,9-dimethoxy-(1)benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(6aH)-one
• UNII-20WIT13R59
• 20WIT13R59
• (6aS,12aS)-8,9-dimethoxy-12,12a-dihydrochromeno[3,4-b]furo[2,3-h]chromen-6(6aH)-one
• (-)-12,12a-Dihydro-8,9-dimethoxy-(1)benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(6aH)-one
• (1)Benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(6aH)-one, 12,12a-dihydro-8,9-dimethoxy-, (6aS,12aS)-
• (1)Benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(6aH)-one, 12,12a-dihydro-8,9-dimethoxy-, (6aS-cis)-
• C20H16O6
• ELLIPTONE [MI]
• CHEMBL451210
• DTXSID70197279
• (6aS,12aS)-12,12a-Dihydro-8,9-dimeth-oxy[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aH)-one
• Q27253490
• (6AS,12AS)-12,12A-DIHYDRO-8,9-DIMETHOXY(1)BENZOPYRANO(3,4-B)FURO(2,3-H)(1)BENZOPYRAN-6(6AH)-ONE
• 12,12aalpha-Dihydro-8,9-dimethoxy[1]benzopyrano[3,4-b]furo[2,3-h][1]benzopyran-6(6aalphaH)-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9919	99.19%
Caco-2	+	0.8537	85.37%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7695	76.95%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9052	90.52%
OATP1B3 inhibitior	+	0.9733	97.33%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.7716	77.16%
P-glycoprotein inhibitior	+	0.8731	87.31%
P-glycoprotein substrate	-	0.5059	50.59%
CYP3A4 substrate	+	0.6106	61.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7524	75.24%
CYP3A4 inhibition	+	0.7006	70.06%
CYP2C9 inhibition	+	0.5961	59.61%
CYP2C19 inhibition	+	0.9426	94.26%
CYP2D6 inhibition	+	0.5322	53.22%
CYP1A2 inhibition	+	0.9137	91.37%
CYP2C8 inhibition	+	0.5263	52.63%
CYP inhibitory promiscuity	+	0.7995	79.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5266	52.66%
Eye corrosion	-	0.9753	97.53%
Eye irritation	-	0.7335	73.35%
Skin irritation	-	0.7945	79.45%
Skin corrosion	-	0.9762	97.62%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6787	67.87%
Micronuclear	+	0.7259	72.59%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.5974	59.74%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.7404	74.04%
Acute Oral Toxicity (c)	III	0.6897	68.97%
Estrogen receptor binding	+	0.8878	88.78%
Androgen receptor binding	+	0.7851	78.51%
Thyroid receptor binding	+	0.6395	63.95%
Glucocorticoid receptor binding	+	0.8733	87.33%
Aromatase binding	-	0.7241	72.41%
PPAR gamma	+	0.7451	74.51%
Honey bee toxicity	+	0.6390	63.90%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.7932	79.32%

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	95.21%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.43%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.59%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.18%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.46%	89.62%
CHEMBL2581	P07339	Cathepsin D	89.67%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.67%	96.09%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	89.23%	82.67%
CHEMBL2535	P11166	Glucose transporter	88.61%	98.75%
CHEMBL1951	P21397	Monoamine oxidase A	88.06%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.12%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.93%	92.94%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	85.51%	92.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.01%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.56%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.44%	86.33%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	83.97%	94.03%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.45%	94.80%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.96%	92.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.77%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.64%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.39%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.29%	95.78%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.02%	96.00%
CHEMBL2056	P21728	Dopamine D1 receptor	80.00%	91.00%

Plants that contains it

• Derris elliptica
• Derris trifoliata
• Lonchocarpus salvadorensis
• Millettia duchesnei
• Tephrosia falciformis
• Tephrosia strigosa

Cross-Links

• PubChem: 160477
• NPASS: NPC190351
• LOTUS: LTS0018649
• wikiData: Q27253490