Kushenol M

Details

• Internal ID: 7569b9ea-8d32-439a-852d-200d7700a592
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: (2R,3R)-2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-(3-methylbut-2-enyl)-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C(=C2C(=C1O)C(=O)C(C(O2)C3=C(C=C(C=C3)O)O)O)CC(CC=C(C)C)C(=C)C)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=C2C(=C1O)C(=O)[C@@H]([C@H](O2)C3=C(C=C(C=C3)O)O)O)C[C@@H](CC=C(C)C)C(=C)C)O)C
• InChI: InChI=1S/C30H36O7/c1-15(2)7-9-18(17(5)6)13-22-25(33)21(11-8-16(3)4)26(34)24-27(35)28(36)30(37-29(22)24)20-12-10-19(31)14-23(20)32/h7-8,10,12,14,18,28,30-34,36H,5,9,11,13H2,1-4,6H3/t18-,28+,30-/m1/s1
• InChI Key: AMIPWEKLJVRITL-XRRXVPKJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆O₇
• Molecular Weight: 508.60 g/mol
• Exact Mass: 508.24610348 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 5.79
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

• 101236-51-5
• (2R,3R)-2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-(3-methylbut-2-enyl)-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one
• DTXSID20906015
• HY-N8094
• AKOS040761960
• CS-0139941
• 2-(2,4-Dihydroxyphenyl)-3,5,7-trihydroxy-6-(3-methylbut-2-en-1-yl)-8-[5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-2,3-dihydro-4H-1-benzopyran-4-one
• 4H-1-Benzopyran-4-one, 2-(2,4-dihydroxyphenyl)-2,3-dihydro-3,5,7-trihydroxy-6-(3-methyl-2-butenyl)-8-(5-methyl-2-(1-methylethenyl)-4- hexenyl)-, (2R-(2alpha,3beta,8(R*)))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9858	98.58%
Caco-2	-	0.7865	78.65%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6356	63.56%
OATP2B1 inhibitior	+	0.5708	57.08%
OATP1B1 inhibitior	+	0.7813	78.13%
OATP1B3 inhibitior	+	0.9031	90.31%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9143	91.43%
P-glycoprotein inhibitior	+	0.6898	68.98%
P-glycoprotein substrate	+	0.5608	56.08%
CYP3A4 substrate	+	0.6487	64.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7937	79.37%
CYP3A4 inhibition	-	0.6979	69.79%
CYP2C9 inhibition	+	0.8406	84.06%
CYP2C19 inhibition	+	0.8512	85.12%
CYP2D6 inhibition	-	0.7618	76.18%
CYP1A2 inhibition	+	0.7284	72.84%
CYP2C8 inhibition	+	0.5994	59.94%
CYP inhibitory promiscuity	+	0.8637	86.37%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7577	75.77%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.8025	80.25%
Skin irritation	-	0.7346	73.46%
Skin corrosion	-	0.9195	91.95%
Ames mutagenesis	-	0.5237	52.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7597	75.97%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	-	0.7284	72.84%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8187	81.87%
Acute Oral Toxicity (c)	III	0.6097	60.97%
Estrogen receptor binding	+	0.8259	82.59%
Androgen receptor binding	+	0.6969	69.69%
Thyroid receptor binding	+	0.6149	61.49%
Glucocorticoid receptor binding	+	0.8137	81.37%
Aromatase binding	+	0.5716	57.16%
PPAR gamma	+	0.7465	74.65%
Honey bee toxicity	-	0.7911	79.11%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	98.49%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.53%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.66%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.85%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.84%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.88%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.86%	89.00%
CHEMBL240	Q12809	HERG	89.96%	89.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.42%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.58%	99.17%
CHEMBL1929	P47989	Xanthine dehydrogenase	86.52%	96.12%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.96%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.31%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.74%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.16%	90.71%

Plants that contains it

• Asimina parviflora
• Atraphaxis spinosa
• Baccharis neglecta
• Centaurea cuneifolia subsp. cuneifolia
• Chondrodendron tomentosum
• Clerodendrum bungei
• Diospyros ebenum
• Embelia parviflora
• Embelia schimperi
• Ephedra sinica
• Epilobium hirsutum
• Erysimum leptophyllum
• Erythrina melanacantha
• Esenbeckia leiocarpa
• Euphorbia jolkinii
• Faramea multiflora
• Gymnocalycium schickendantzii
• Haplophyllum obtusifolium
• Helichrysum tenuifolium
• Hypericum styphelioides
• Linnaea chinensis
• Lythrum salicaria
• Monsonia senegalensis
• Myrica rubra
• Onopordum acanthium
• Pancratium sickenbergeri
• Pinalia anomala
• Piper regnellii
• Plathymenia reticulata
• Pteridium esculentum
• Simarouba glauca
• Sophora flavescens
• Stenocereus laevigatus
• Syzygium polycephaloides
• Varronia leucocephala
• Vellozia nanuzae
• Vernonanthura fagifolia

Cross-Links

• PubChem: 180948
• NPASS: NPC103845
• LOTUS: LTS0201601
• wikiData: Q82874665