[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-[(1S,2R,6R)-6-(2,4-dihydroxyphenyl)-2-[4-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-2,6-dihydroxyphenyl]-4-methylcyclohex-3-en-1-yl]methanone

Details

• Internal ID: 53213d6b-cdd4-4e8a-ab17-4b593f4c8149
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: [2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-[(1S,2R,6R)-6-(2,4-dihydroxyphenyl)-2-[4-[(E)-2-(2,4-dihydroxyphenyl)ethenyl]-2,6-dihydroxyphenyl]-4-methylcyclohex-3-en-1-yl]methanone
• SMILES (Canonical): CC1=CC(C(C(C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C(=C(C=C3)O)CC=C(C)C)O)C4=C(C=C(C=C4O)C=CC5=C(C=C(C=C5)O)O)O
• SMILES (Isomeric): CC1=C[C@H]([C@H]([C@@H](C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C(=C(C=C3)O)CC=C(C)C)O)C4=C(C=C(C=C4O)/C=C/C5=C(C=C(C=C5)O)O)O
• InChI: InChI=1S/C39H38O9/c1-20(2)4-10-27-31(42)13-12-28(38(27)47)39(48)36-29(26-11-9-25(41)19-33(26)44)14-21(3)15-30(36)37-34(45)16-22(17-35(37)46)5-6-23-7-8-24(40)18-32(23)43/h4-9,11-13,15-19,29-30,36,40-47H,10,14H2,1-3H3/b6-5+/t29-,30+,36-/m0/s1
• InChI Key: HGFWVFTZYRJFRI-LJBAAKLNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₃₈O₉
• Molecular Weight: 650.70 g/mol
• Exact Mass: 650.25158279 g/mol
• Topological Polar Surface Area (TPSA): 179.00 Ų
• XlogP: 7.80
• Atomic LogP (AlogP): 7.73
• H-Bond Acceptor: 9
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	-	0.8624	86.24%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7982	79.82%
OATP2B1 inhibitior	+	0.5723	57.23%
OATP1B1 inhibitior	+	0.8523	85.23%
OATP1B3 inhibitior	+	0.9086	90.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9232	92.32%
P-glycoprotein inhibitior	+	0.7692	76.92%
P-glycoprotein substrate	+	0.6480	64.80%
CYP3A4 substrate	+	0.6758	67.58%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8397	83.97%
CYP3A4 inhibition	+	0.5251	52.51%
CYP2C9 inhibition	+	0.8722	87.22%
CYP2C19 inhibition	+	0.9084	90.84%
CYP2D6 inhibition	-	0.6854	68.54%
CYP1A2 inhibition	+	0.9074	90.74%
CYP2C8 inhibition	+	0.7803	78.03%
CYP inhibitory promiscuity	+	0.9340	93.40%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7762	77.62%
Carcinogenicity (trinary)	Non-required	0.7128	71.28%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9033	90.33%
Skin irritation	-	0.7869	78.69%
Skin corrosion	-	0.8963	89.63%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9409	94.09%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.5653	56.53%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.8687	86.87%
Acute Oral Toxicity (c)	III	0.5996	59.96%
Estrogen receptor binding	+	0.8421	84.21%
Androgen receptor binding	+	0.8102	81.02%
Thyroid receptor binding	+	0.5872	58.72%
Glucocorticoid receptor binding	+	0.8006	80.06%
Aromatase binding	+	0.5213	52.13%
PPAR gamma	+	0.7667	76.67%
Honey bee toxicity	-	0.7846	78.46%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
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	99.46%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.59%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.57%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.96%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.76%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.83%	95.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.16%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.55%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.99%	86.33%
CHEMBL3038469	P24941	CDK2/Cyclin A	89.62%	91.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.53%	90.71%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.43%	97.36%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.37%	95.58%
CHEMBL3194	P02766	Transthyretin	85.91%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.89%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.72%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.72%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.56%	97.21%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.31%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.76%	97.09%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.38%	91.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.21%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.12%	99.15%
CHEMBL4208	P20618	Proteasome component C5	81.93%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.33%	96.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	80.03%	95.69%

Plants that contains it

• Morus alba
• Sorocea bonplandii
• Sorocea guilleminiana

Cross-Links

• PubChem: 101685339
• NPASS: NPC48677
• LOTUS: LTS0272222
• wikiData: Q104403236