Scandenin

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	7bb0baec-a510-41c2-9959-b8f07414bbdf
Taxonomy	Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
IUPAC Name	4-hydroxy-3-(4-hydroxyphenyl)-5-methoxy-8,8-dimethyl-6-(3-methylbut-2-enyl)pyrano[2,3-h]chromen-2-one
SMILES (Canonical)	CC(=CCC1=C2C(=C3C(=C1OC)C(=C(C(=O)O3)C4=CC=C(C=C4)O)O)C=CC(O2)(C)C)C
SMILES (Isomeric)	CC(=CCC1=C2C(=C3C(=C1OC)C(=C(C(=O)O3)C4=CC=C(C=C4)O)O)C=CC(O2)(C)C)C
InChI	InChI=1S/C26H26O6/c1-14(2)6-11-17-22-18(12-13-26(3,4)32-22)24-20(23(17)30-5)21(28)19(25(29)31-24)15-7-9-16(27)10-8-15/h6-10,12-13,27-28H,11H2,1-5H3
InChI Key	AAKJUGSASOCUFQ-UHFFFAOYSA-N
Popularity	10 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₆H₂₆O₆
Molecular Weight	434.50 g/mol
Exact Mass	434.17293854 g/mol
Topological Polar Surface Area (TPSA)	85.20 Å²
XlogP	5.40
Atomic LogP (AlogP)	5.57
H-Bond Acceptor	6
H-Bond Donor	2
Rotatable Bonds	4

Synonyms

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5084-00-4

4-hydroxy-3-(4-hydroxyphenyl)-5-methoxy-8,8-dimethyl-6-(3-methyl-2-butenyl)-2H,8H-pyrano(2,3f)chromen-2-one

4-hydroxy-3-(4-hydroxyphenyl)-5-methoxy-8,8-dimethyl-6-(3-methyl-2-butenyl)-2H,8H-pyrano[2,3f]chromen-2-one

4-hydroxy-3-(4-hydroxyphenyl)-5-methoxy-8,8-dimethyl-6-(3-methylbut-2-enyl)pyrano(2,3-h)chromen-2-one

4-hydroxy-3-(4-hydroxyphenyl)-5-methoxy-8,8-dimethyl-6-(3-methylbut-2-enyl)pyrano[2,3-h]chromen-2-one

RefChem:181673

CHEMBL1603825

KBio1_001385

Spectrum_000746

SpecPlus_000345

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	+	0.9865	98.65%
Caco-2	+	0.5684	56.84%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7939	79.39%
OATP2B1 inhibitior	-	0.7116	71.16%
OATP1B1 inhibitior	-	0.7737	77.37%
OATP1B3 inhibitior	-	0.5698	56.98%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9123	91.23%
P-glycoprotein inhibitior	+	0.8039	80.39%
P-glycoprotein substrate	-	0.5690	56.90%
CYP3A4 substrate	+	0.6504	65.04%
CYP2C9 substrate	+	0.6518	65.18%
CYP2D6 substrate	-	0.8500	85.00%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	+	0.7501	75.01%
CYP2C19 inhibition	+	0.7999	79.99%
CYP2D6 inhibition	-	0.8632	86.32%
CYP1A2 inhibition	-	0.7416	74.16%
CYP2C8 inhibition	+	0.8269	82.69%
CYP inhibitory promiscuity	+	0.7929	79.29%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.4946	49.46%
Eye corrosion	-	0.9908	99.08%
Eye irritation	+	0.5241	52.41%
Skin irritation	-	0.7586	75.86%
Skin corrosion	-	0.9610	96.10%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7006	70.06%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.5051	50.51%
skin sensitisation	-	0.8076	80.76%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5865	58.65%
Acute Oral Toxicity (c)	III	0.6809	68.09%
Estrogen receptor binding	+	0.8832	88.32%
Androgen receptor binding	+	0.7834	78.34%
Thyroid receptor binding	+	0.6227	62.27%
Glucocorticoid receptor binding	+	0.8407	84.07%
Aromatase binding	+	0.6966	69.66%
PPAR gamma	+	0.8590	85.90%
Honey bee toxicity	-	0.7032	70.32%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9941	99.41%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	39810.7 nM	Potency	via CMAUP
CHEMBL340	P08684	Cytochrome P450 3A4	19952.6 nM 19952.6 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	31622.8 nM	Potency	via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	35481.3 nM	Potency	via CMAUP
CHEMBL1697668	Q9Y6L6	Solute carrier organic anion transporter family member 1B1	1071.52 nM	IC50	PMID: 23571415
CHEMBL1743121	Q9NPD5	Solute carrier organic anion transporter family member 1B3	741.31 nM	IC50	PMID: 23571415
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	22387.2 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.54%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.62%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.94%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.14%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.91%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.46%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.60%	89.00%
CHEMBL242	Q92731	Estrogen receptor beta	90.26%	98.35%
CHEMBL3401	O75469	Pregnane X receptor	89.26%	94.73%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.63%	95.64%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.08%	91.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.83%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.27%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.27%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.49%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.25%	97.28%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.38%	95.56%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	80.98%	93.10%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.52%	86.92%

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.

Brachypterum scandens

Deguelia hatschbachii

Deguelia scandens

Deguelia spruceana