[2,4-dihydroxy-3-(3-hydroxy-3-methylbutyl)phenyl]-[(1R,2S,6S)-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: 6460ef0a-716a-4931-97e8-cb4edf44197a
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: [2,4-dihydroxy-3-(3-hydroxy-3-methylbutyl)phenyl]-[(1R,2S,6S)-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)CCC(C)(C)O)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)CCC(C)(C)O)O)C4=C(C=C(C=C4O)/C=C/C5=C(C=C(C=C5)O)O)O
• InChI: InChI=1S/C39H40O10/c1-20-14-28(25-9-8-24(41)19-32(25)44)35(38(48)27-10-11-30(42)26(37(27)47)12-13-39(2,3)49)29(15-20)36-33(45)16-21(17-34(36)46)4-5-22-6-7-23(40)18-31(22)43/h4-11,15-19,28-29,35,40-47,49H,12-14H2,1-3H3/b5-4+/t28-,29+,35-/m1/s1
• InChI Key: MKVXRXTVDGOLCF-LYBFFQFTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₄₀O₁₀
• Molecular Weight: 668.70 g/mol
• Exact Mass: 668.26214747 g/mol
• Topological Polar Surface Area (TPSA): 199.00 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 6.92
• H-Bond Acceptor: 10
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	-	0.8815	88.15%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8173	81.73%
OATP2B1 inhibitior	+	0.5753	57.53%
OATP1B1 inhibitior	+	0.8333	83.33%
OATP1B3 inhibitior	+	0.9165	91.65%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9405	94.05%
P-glycoprotein inhibitior	+	0.7665	76.65%
P-glycoprotein substrate	+	0.6829	68.29%
CYP3A4 substrate	+	0.6874	68.74%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8549	85.49%
CYP3A4 inhibition	-	0.5920	59.20%
CYP2C9 inhibition	+	0.6405	64.05%
CYP2C19 inhibition	+	0.6967	69.67%
CYP2D6 inhibition	-	0.8493	84.93%
CYP1A2 inhibition	+	0.5588	55.88%
CYP2C8 inhibition	+	0.8358	83.58%
CYP inhibitory promiscuity	+	0.6797	67.97%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8739	87.39%
Carcinogenicity (trinary)	Non-required	0.6636	66.36%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.7330	73.30%
Skin corrosion	-	0.9098	90.98%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9571	95.71%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.6288	62.88%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9216	92.16%
Acute Oral Toxicity (c)	III	0.5521	55.21%
Estrogen receptor binding	+	0.8295	82.95%
Androgen receptor binding	+	0.8128	81.28%
Thyroid receptor binding	+	0.5830	58.30%
Glucocorticoid receptor binding	+	0.7837	78.37%
Aromatase binding	+	0.5729	57.29%
PPAR gamma	+	0.7563	75.63%
Honey bee toxicity	-	0.7865	78.65%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9965	99.65%

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	99.38%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.74%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.10%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.84%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.16%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.07%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.28%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	91.85%	97.36%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.33%	95.58%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.86%	85.31%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.12%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	89.98%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.22%	93.56%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	88.53%	95.17%
CHEMBL3194	P02766	Transthyretin	87.37%	90.71%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.77%	89.62%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.51%	85.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.31%	90.71%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.87%	90.24%
CHEMBL236	P41143	Delta opioid receptor	82.74%	99.35%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.48%	95.89%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.85%	90.93%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.53%	99.15%
CHEMBL2535	P11166	Glucose transporter	80.47%	98.75%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.25%	91.03%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.07%	95.89%

Plants that contains it

• Sorocea guilleminiana

Cross-Links

• PubChem: 10941398
• LOTUS: LTS0012701
• wikiData: Q105166265