(2S,3R,4R)-2,3,4-trihydroxy-5-[[4-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-5-methylidene-8H-naphthalen-2-yl]oxy]pentanal

Details

• Internal ID: 312a7ee6-b3a0-4dce-9a11-54a460667303
• Taxonomy: Benzenoids > Naphthalenes > Phenylnaphthalenes
• IUPAC Name: (2S,3R,4R)-2,3,4-trihydroxy-5-[[4-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-5-methylidene-8H-naphthalen-2-yl]oxy]pentanal
• SMILES (Canonical): COC1=C(C=CC(=C1)C2=CC(=C)C3=C(C2)C=C(C=C3O)OCC(C(C(C=O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2=CC(=C)C3=C(C2)C=C(C=C3O)OC[C@H]([C@H]([C@@H](C=O)O)O)O)O
• InChI: InChI=1S/C23H24O8/c1-12-5-14(13-3-4-17(25)21(8-13)30-2)6-15-7-16(9-18(26)22(12)15)31-11-20(28)23(29)19(27)10-24/h3-5,7-10,19-20,23,25-29H,1,6,11H2,2H3/t19-,20-,23+/m1/s1
• InChI Key: PCVMFPZQTBGVNZ-VIZSFHNOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₈
• Molecular Weight: 428.40 g/mol
• Exact Mass: 428.14711772 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.42
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9718	97.18%
Caco-2	-	0.8673	86.73%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6638	66.38%
OATP2B1 inhibitior	+	0.5697	56.97%
OATP1B1 inhibitior	+	0.9054	90.54%
OATP1B3 inhibitior	+	0.9608	96.08%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8588	85.88%
BSEP inhibitior	+	0.8376	83.76%
P-glycoprotein inhibitior	-	0.4573	45.73%
P-glycoprotein substrate	-	0.5811	58.11%
CYP3A4 substrate	+	0.6283	62.83%
CYP2C9 substrate	-	0.6021	60.21%
CYP2D6 substrate	-	0.6577	65.77%
CYP3A4 inhibition	-	0.7305	73.05%
CYP2C9 inhibition	-	0.6073	60.73%
CYP2C19 inhibition	-	0.6373	63.73%
CYP2D6 inhibition	-	0.8180	81.80%
CYP1A2 inhibition	+	0.7423	74.23%
CYP2C8 inhibition	+	0.7324	73.24%
CYP inhibitory promiscuity	-	0.5528	55.28%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7069	70.69%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8645	86.45%
Skin irritation	-	0.7698	76.98%
Skin corrosion	-	0.9297	92.97%
Ames mutagenesis	-	0.5882	58.82%
Human Ether-a-go-go-Related Gene inhibition	+	0.6569	65.69%
Micronuclear	+	0.6618	66.18%
Hepatotoxicity	-	0.5823	58.23%
skin sensitisation	-	0.7316	73.16%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7465	74.65%
Acute Oral Toxicity (c)	III	0.5814	58.14%
Estrogen receptor binding	+	0.9045	90.45%
Androgen receptor binding	+	0.5889	58.89%
Thyroid receptor binding	+	0.6533	65.33%
Glucocorticoid receptor binding	+	0.6754	67.54%
Aromatase binding	+	0.6243	62.43%
PPAR gamma	+	0.6675	66.75%
Honey bee toxicity	-	0.7489	74.89%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9846	98.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.88%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.15%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.69%	99.17%
CHEMBL2581	P07339	Cathepsin D	95.37%	98.95%
CHEMBL4208	P20618	Proteasome component C5	94.39%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.12%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.84%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.65%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.38%	86.33%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	89.89%	92.68%
CHEMBL3401	O75469	Pregnane X receptor	88.90%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.52%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.69%	94.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	84.54%	97.53%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	83.96%	96.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.76%	94.33%
CHEMBL1907	P15144	Aminopeptidase N	82.84%	93.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.71%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.51%	96.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	82.09%	93.10%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.44%	91.03%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.36%	90.24%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.53%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.44%	85.14%
CHEMBL3438	Q05513	Protein kinase C zeta	80.08%	88.48%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.02%	90.71%

Plants that contains it

• Schouwia purpurea

Cross-Links

• PubChem: 162817368
• LOTUS: LTS0224897
• wikiData: Q105206069