Dehydrodeguelin

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	4c78d7fd-5fab-4d52-89b7-8fd8384ee3e0
Taxonomy	Phenylpropanoids and polyketides > Isoflavonoids > Rotenoids > Rotenones
IUPAC Name	17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-1(14),3(12),4(9),5,10,15,17,19-octaen-13-one
SMILES (Canonical)	CC1(C=CC2=C(O1)C=CC3=C2OC4=C(C3=O)C5=CC(=C(C=C5OC4)OC)OC)C
SMILES (Isomeric)	CC1(C=CC2=C(O1)C=CC3=C2OC4=C(C3=O)C5=CC(=C(C=C5OC4)OC)OC)C
InChI	InChI=1S/C23H20O6/c1-23(2)8-7-12-15(29-23)6-5-13-21(24)20-14-9-17(25-3)18(26-4)10-16(14)27-11-19(20)28-22(12)13/h5-10H,11H2,1-4H3
InChI Key	NGQVFILFHVPLFE-UHFFFAOYSA-N
Popularity	7 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₃H₂₀O₆
Molecular Weight	392.40 g/mol
Exact Mass	392.12598835 g/mol
Topological Polar Surface Area (TPSA)	63.20 Å²
XlogP	3.60
Atomic LogP (AlogP)	4.55
H-Bond Acceptor	6
H-Bond Donor	0
Rotatable Bonds	2

Synonyms

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3466-23-7

Dehydrodeguelin,7a,13a-Didehydrodeguelin

17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-1(14),3(12),4(9),5,10,15,17,19-octaen-13-one

3H-Bis(1)benzopyrano(3,4-b:6',5'-e)pyran-7(13H)-one, 9,10-dimethoxy-3,3-dimethyl-

CHEMBL465673

SCHEMBL16694597

DTXSID60188217

CHEBI:186773

NGQVFILFHVPLFE-UHFFFAOYSA-N

HY-N3712

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9896	98.96%
Caco-2	+	0.7472	74.72%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7581	75.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9428	94.28%
OATP1B3 inhibitior	+	0.9832	98.32%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9521	95.21%
P-glycoprotein inhibitior	+	0.9511	95.11%
P-glycoprotein substrate	+	0.5313	53.13%
CYP3A4 substrate	+	0.6428	64.28%
CYP2C9 substrate	-	0.8221	82.21%
CYP2D6 substrate	-	0.8299	82.99%
CYP3A4 inhibition	+	0.8116	81.16%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	+	0.8993	89.93%
CYP2D6 inhibition	+	0.6513	65.13%
CYP1A2 inhibition	+	0.9107	91.07%
CYP2C8 inhibition	-	0.6334	63.34%
CYP inhibitory promiscuity	+	0.6160	61.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5383	53.83%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.7160	71.60%
Skin irritation	-	0.8285	82.85%
Skin corrosion	-	0.9691	96.91%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4418	44.18%
Micronuclear	+	0.5459	54.59%
Hepatotoxicity	+	0.6949	69.49%
skin sensitisation	-	0.6652	66.52%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.5107	51.07%
Acute Oral Toxicity (c)	III	0.5554	55.54%
Estrogen receptor binding	+	0.9403	94.03%
Androgen receptor binding	+	0.7650	76.50%
Thyroid receptor binding	+	0.7816	78.16%
Glucocorticoid receptor binding	+	0.8688	86.88%
Aromatase binding	+	0.5580	55.80%
PPAR gamma	+	0.8883	88.83%
Honey bee toxicity	-	0.7632	76.32%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9183	91.83%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.68%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.33%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.96%	89.00%
CHEMBL2581	P07339	Cathepsin D	94.66%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.23%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.22%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.59%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.47%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	88.01%	94.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.00%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.49%	95.71%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	87.40%	96.86%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.59%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.47%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.29%	93.99%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	86.15%	95.53%
CHEMBL2535	P11166	Glucose transporter	85.55%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.41%	86.33%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.89%	89.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.89%	99.23%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	83.71%	80.96%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.36%	96.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.88%	96.09%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.98%	96.67%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.11%	96.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.75%	97.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.01%	100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Crotalaria paniculata