5,7-dihydroxy-3-[4-[(2S)-1-hydroxyhexacosan-2-yl]oxyphenyl]-8-[(2S)-2-hydroxy-3-methylbut-3-enyl]-6-(3-methylbut-2-enyl)chromen-4-one

Details

• Internal ID: 9d1dc6ba-2c2c-413f-87a3-ac45fe7b4b74
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
• IUPAC Name: 5,7-dihydroxy-3-[4-[(2S)-1-hydroxyhexacosan-2-yl]oxyphenyl]-8-[(2S)-2-hydroxy-3-methylbut-3-enyl]-6-(3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CCCCCCCCCCCCCCCCCCCCCCCCC(CO)OC1=CC=C(C=C1)C2=COC3=C(C(=C(C(=C3C2=O)O)CC=C(C)C)O)CC(C(=C)C)O
• SMILES (Isomeric): CCCCCCCCCCCCCCCCCCCCCCCC[C@@H](CO)OC1=CC=C(C=C1)C2=COC3=C(C(=C(C(=C3C2=O)O)CC=C(C)C)O)C[C@@H](C(=C)C)O
• InChI: InChI=1S/C51H78O7/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-42(36-52)58-41-32-30-40(31-33-41)45-37-57-51-44(35-46(53)39(4)5)48(54)43(34-29-38(2)3)49(55)47(51)50(45)56/h29-33,37,42,46,52-55H,4,6-28,34-36H2,1-3,5H3/t42-,46-/m0/s1
• InChI Key: KXBPSKSPRYVSAE-HCQHVFLSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₇₈O₇
• Molecular Weight: 803.20 g/mol
• Exact Mass: 802.57475482 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 17.80
• Atomic LogP (AlogP): 13.59
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 32

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9777	97.77%
Caco-2	-	0.8447	84.47%
Blood Brain Barrier	+	0.5356	53.56%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7769	77.69%
OATP2B1 inhibitior	+	0.5628	56.28%
OATP1B1 inhibitior	+	0.8598	85.98%
OATP1B3 inhibitior	+	0.8996	89.96%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7859	78.59%
BSEP inhibitior	+	0.9814	98.14%
P-glycoprotein inhibitior	+	0.7551	75.51%
P-glycoprotein substrate	+	0.5123	51.23%
CYP3A4 substrate	+	0.6894	68.94%
CYP2C9 substrate	-	0.5954	59.54%
CYP2D6 substrate	-	0.8098	80.98%
CYP3A4 inhibition	+	0.7258	72.58%
CYP2C9 inhibition	-	0.6479	64.79%
CYP2C19 inhibition	+	0.5219	52.19%
CYP2D6 inhibition	-	0.8158	81.58%
CYP1A2 inhibition	+	0.6772	67.72%
CYP2C8 inhibition	+	0.7328	73.28%
CYP inhibitory promiscuity	+	0.5133	51.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.7806	78.06%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.8940	89.40%
Skin irritation	-	0.7463	74.63%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7281	72.81%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8462	84.62%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5884	58.84%
Acute Oral Toxicity (c)	III	0.5202	52.02%
Estrogen receptor binding	+	0.8229	82.29%
Androgen receptor binding	+	0.7637	76.37%
Thyroid receptor binding	-	0.5556	55.56%
Glucocorticoid receptor binding	+	0.6564	65.64%
Aromatase binding	+	0.5589	55.89%
PPAR gamma	+	0.6190	61.90%
Honey bee toxicity	-	0.7975	79.75%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5627	56.27%
Fish aquatic toxicity	+	0.9974	99.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.58%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.32%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.09%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	95.79%	91.49%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.67%	95.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	93.45%	89.34%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.11%	86.33%
CHEMBL1929	P47989	Xanthine dehydrogenase	92.49%	96.12%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.57%	91.71%
CHEMBL3401	O75469	Pregnane X receptor	90.98%	94.73%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	90.37%	92.68%
CHEMBL1907	P15144	Aminopeptidase N	90.28%	93.31%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	90.19%	92.08%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	89.34%	85.94%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.38%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.32%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.46%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.95%	95.56%
CHEMBL240	Q12809	HERG	84.50%	89.76%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.08%	95.89%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	83.89%	97.29%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	83.23%	91.81%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.12%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.99%	93.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.10%	86.92%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.64%	94.00%

Plants that contains it

• Erythrina variegata

Cross-Links

• PubChem: 163006134
• LOTUS: LTS0038683
• wikiData: Q105147260