Kuwanon H

Details

• Internal ID: 1dc43077-67c6-41d4-b339-fe70955d2eed
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 8-prenylated flavones
• IUPAC Name: 8-[(1S,5R,6S)-6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)chromen-4-one
• InChI: InChI=1S/C45H44O11/c1-21(2)6-10-27-33(48)15-14-29(41(27)53)42(54)38-31(26-12-8-24(46)18-34(26)49)16-23(5)17-32(38)39-36(51)20-37(52)40-43(55)30(11-7-22(3)4)44(56-45(39)40)28-13-9-25(47)19-35(28)50/h6-9,12-15,17-20,31-32,38,46-53H,10-11,16H2,1-5H3/t31-,32-,38-/m0/s1
• InChI Key: DKBPTKFKCCNXNH-QXGWMLRCSA-N
• Popularity: 11 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₄₄O₁₁
• Molecular Weight: 760.80 g/mol
• Exact Mass: 760.28836222 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: 9.20
• Atomic LogP (AlogP): 8.84
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

• 76472-87-2
• Kuwanone H
• CHEBI:6147
• 8-[(1S,5R,6S)-6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methyl-1-cyclohex-2-enyl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)chromen-4-one
• DTXSID301318627
• 822Q5M4B5D
• NSC-356889
• ALBANIN G
• 8-((1S,5R,6S)-6-(2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl)-5-(2,4-dihydroxyphenyl)-3-methyl-1-cyclohex-2-enyl)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)chromen-4-one
• 8-((1S,5R,6S)-6-(2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl)-5-(2,4-dihydroxyphenyl)-3-methyl-cyclohex-2-en-1-yl)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)chromen-4-one
• 8-[(1S,5R,6S)-6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methyl-cyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)chromen-4-one
• RefChem:924293
• DTXCID401748431
• 8-((1R,2S,3S)-2-(2,4-Dihydroxy-3-(3-methylbut-2-en-1-yl)benzoyl)-2',4'-dihydroxy-5-methyl-1,2,3,6-tetrahydro-[1,1'-biphenyl]-3-yl)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-en-1-yl)-4H-chromen-4-one
• 8-[(1S,5R,6S)-6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)chromen-4-one
• moracenin a
• kumanon H
• KuwanonH
• C45H44O11
• Kuwanon H (Standard)
• GTPL622
• SCHEMBL150578
• CHEMBL506234
• orb1297308
• SCHEMBL30318001
• SCHEMBL30912100
• HY-N2600R
• HY-N2600
• MFCD31560836
• MSK183533
• AKOS037515236
• FK74401
• NSC 356889
• DA-74840
• MS-31352
• CS-0023002
• 2-(2,4-BIS(OXIDANYL)PHENYL)-8-((1S,5S,6R)-5-(2,4-BIS(OXIDANYL)PHENYL)-3-METHYL-6-(3-(3-METHYLBUT-2-ENYL)-2,4-BIS(OXIDANYL)PHENYL)CARBONYL-CYCLOHEX-2-EN-1-YL)-3-(3-METHYLBUT-2-ENYL)-5,7-BIS(OXIDANYL)CHROMEN-4-ONE
• 4H-1-Benzopyran-4-one, 8-(6-(2,4-dihydroxy-3-(3-methyl-2-butenyl )benzoyl)-5-(2,4-dihydroxyphenyl)-3-methyl-2-cyclohexen-1-yl)-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methyl-2-butenyl)-, (1S-(1alpha,5alpha,6beta))-
• 4H-1-Benzopyran-4-one, 8-[(1S,5R,6S)-6-[2,4-dihydroxy-3-(3-methyl-2-buten-1-yl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methyl-2-cyclohexen-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methyl-2-buten-1-yl)-
• 4H-1-Benzopyran-4-one, 8-[6-[2,4-dihydroxy-3-(3-methyl-2-butenyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methyl-2-cyclohexen-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methyl-2-butenyl)-, [1S-(1alpha,5alpha,6beta)]-
• 8-[(1S,5R,6S)-6-[2,4-Dihydroxy-3-(3-methyl-2-buten-1-yl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methyl-2-cyclohexen-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one
• 8-[6-[2,4-dihydroxy-3-(3-methylbut-2-enyl)benzoyl]-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-enyl)chromen-4-one
• 8-{(1R,2S,3S)-2-[2,4-dihydroxy-3-(3-methylbut-2-en-1-yl)benzoyl]-2',4'-dihydroxy-5-methyl[1,2,3,6-tetrahydro[1,1'-biphenyl]]-3-yl}-2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-3-(3-methylbut-2-en-1-yl)-4H-1-benzopyran-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9789	97.89%
Caco-2	-	0.8757	87.57%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6896	68.96%
OATP2B1 inhibitior	+	0.5769	57.69%
OATP1B1 inhibitior	+	0.8080	80.80%
OATP1B3 inhibitior	+	0.9283	92.83%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9860	98.60%
P-glycoprotein inhibitior	+	0.7931	79.31%
P-glycoprotein substrate	+	0.7889	78.89%
CYP3A4 substrate	+	0.7061	70.61%
CYP2C9 substrate	+	0.6467	64.67%
CYP2D6 substrate	-	0.8364	83.64%
CYP3A4 inhibition	-	0.6471	64.71%
CYP2C9 inhibition	+	0.8939	89.39%
CYP2C19 inhibition	+	0.7903	79.03%
CYP2D6 inhibition	-	0.7094	70.94%
CYP1A2 inhibition	+	0.8516	85.16%
CYP2C8 inhibition	+	0.7923	79.23%
CYP inhibitory promiscuity	+	0.8674	86.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6740	67.40%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.8983	89.83%
Skin irritation	-	0.7393	73.93%
Skin corrosion	-	0.9210	92.10%
Ames mutagenesis	+	0.5126	51.26%
Human Ether-a-go-go-Related Gene inhibition	+	0.8728	87.28%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7809	78.09%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.9046	90.46%
Acute Oral Toxicity (c)	III	0.4326	43.26%
Estrogen receptor binding	+	0.8319	83.19%
Androgen receptor binding	+	0.8193	81.93%
Thyroid receptor binding	+	0.5996	59.96%
Glucocorticoid receptor binding	+	0.7854	78.54%
Aromatase binding	+	0.5531	55.31%
PPAR gamma	+	0.7599	75.99%
Honey bee toxicity	-	0.7400	74.00%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.83%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.27%	98.95%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.83%	95.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.67%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.80%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.17%	90.71%
CHEMBL1951	P21397	Monoamine oxidase A	90.85%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	90.64%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.19%	96.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.96%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.74%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.05%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.40%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.98%	99.15%
CHEMBL3038469	P24941	CDK2/Cyclin A	86.03%	91.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.01%	100.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	84.64%	85.00%
CHEMBL4208	P20618	Proteasome component C5	84.43%	90.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.22%	94.42%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.30%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.61%	95.89%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.50%	96.00%
CHEMBL2535	P11166	Glucose transporter	80.21%	98.75%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.12%	89.62%

Plants that contains it

• Morus alba
• Morus nigra

Cross-Links

• PubChem: 5281668
• NPASS: NPC56049
• ChEMBL: CHEMBL506234
• LOTUS: LTS0003418
• wikiData: Q104982974