Vogelin D

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	2fee8e22-54b8-4037-8169-b3d2390781be
Taxonomy	Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 3-prenylated isoflavanones
IUPAC Name	(3R)-5,7-dihydroxy-3-[4-methoxy-3-(3-methylbut-2-enyl)phenyl]-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
SMILES (Canonical)	CC(=CCC1=C(C=CC(=C1)C2COC3=C(C2=O)C(=C(C(=C3)O)CC=C(C)C)O)OC)C
SMILES (Isomeric)	CC(=CCC1=C(C=CC(=C1)[C@@H]2COC3=C(C2=O)C(=C(C(=C3)O)CC=C(C)C)O)OC)C
InChI	InChI=1S/C26H30O5/c1-15(2)6-8-18-12-17(9-11-22(18)30-5)20-14-31-23-13-21(27)19(10-7-16(3)4)25(28)24(23)26(20)29/h6-7,9,11-13,20,27-28H,8,10,14H2,1-5H3/t20-/m0/s1
InChI Key	NYKUNEKGAYOKPN-FQEVSTJZSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₂₆H₃₀O₅
Molecular Weight	422.50 g/mol
Exact Mass	422.20932405 g/mol
Topological Polar Surface Area (TPSA)	76.00 Å²
XlogP	6.70
Atomic LogP (AlogP)	5.48
H-Bond Acceptor	5
H-Bond Donor	2
Rotatable Bonds	6

Synonyms

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CHEMBL514443

(3R)-5,7-dihydroxy-4'-methoxy-6,3'-di(3-methylbut-2-enyl)isoflavone

4H-1-benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-3-[4-methoxy-3-(3-methyl-2-butenyl)phenyl]-6-(3-methyl-2-butenyl)-, (3R)-

5,7-Dihydroxy-3-[4-methoxy-3-(3-methyl-but-2-enyl)-phenyl]-6-(3-methyl-but-2-enyl)-chroman-4-one

5,7-dihydroxy-3-[4-methoxy-3-(3-methylbut-2-en-1-yl)phenyl]-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-chromen-4-one

InChI=1/C26H30O5/c1-15(2)6-8-18-12-17(9-11-22(18)30-5)20-14-31-23-13-21(27)19(10-7-16(3)4)25(28)24(23)26(20)29/h6-7,9,11-13,20,27-28H,8,10,14H2,1-5H3/t20-/m0/s

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	+	0.9860	98.60%
Caco-2	+	0.5987	59.87%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7651	76.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8947	89.47%
OATP1B3 inhibitior	+	0.8322	83.22%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9794	97.94%
P-glycoprotein inhibitior	+	0.8130	81.30%
P-glycoprotein substrate	-	0.6795	67.95%
CYP3A4 substrate	+	0.5958	59.58%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.7963	79.63%
CYP3A4 inhibition	-	0.6732	67.32%
CYP2C9 inhibition	+	0.8400	84.00%
CYP2C19 inhibition	+	0.8963	89.63%
CYP2D6 inhibition	-	0.6342	63.42%
CYP1A2 inhibition	+	0.9215	92.15%
CYP2C8 inhibition	+	0.5273	52.73%
CYP inhibitory promiscuity	+	0.9174	91.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7643	76.43%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.8108	81.08%
Skin irritation	-	0.8072	80.72%
Skin corrosion	-	0.9557	95.57%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4513	45.13%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8184	81.84%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.7653	76.53%
Acute Oral Toxicity (c)	III	0.6981	69.81%
Estrogen receptor binding	+	0.9504	95.04%
Androgen receptor binding	+	0.7677	76.77%
Thyroid receptor binding	+	0.6517	65.17%
Glucocorticoid receptor binding	+	0.8282	82.82%
Aromatase binding	+	0.6256	62.56%
PPAR gamma	+	0.8720	87.20%
Honey bee toxicity	-	0.8370	83.70%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9889	98.89%

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	99.72%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.84%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.34%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.49%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.32%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.68%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.10%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.73%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.64%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.61%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.38%	92.62%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.37%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.70%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.60%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	86.45%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	84.44%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.39%	99.17%
CHEMBL4208	P20618	Proteasome component C5	82.80%	90.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.74%	95.17%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.53%	92.68%
CHEMBL340	P08684	Cytochrome P450 3A4	81.77%	91.19%

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.

Anthotroche myoporoides

Hypericum caprifoliatum

Nannoglottis ravida