2-[(1R)-3-methyl-1-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-2-yl]but-2-enyl]naphthalene-1,4-dione

Details

• Internal ID: 18b5cfb5-b8e0-4e6d-b98a-7d88c5b685df
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Vitamin K compounds
• IUPAC Name: 2-[(1R)-3-methyl-1-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-2-yl]but-2-enyl]naphthalene-1,4-dione
• SMILES (Canonical): CC(=CC(C1=CC(=O)C2=CC=CC=C2C1=O)C3=C(C4=CC=CC=C4C(=C3)OC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)C
• SMILES (Isomeric): CC(=C[C@@H](C1=CC(=O)C2=CC=CC=C2C1=O)C3=C(C4=CC=CC=C4C(=C3)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O[C@@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C
• InChI: InChI=1S/C37H40O14/c1-16(2)11-21(22-12-24(40)17-7-3-5-9-19(17)28(22)41)23-13-25(48-36-33(46)31(44)29(42)26(14-38)49-36)18-8-4-6-10-20(18)35(23)51-37-34(47)32(45)30(43)27(15-39)50-37/h3-13,21,26-27,29-34,36-39,42-47H,14-15H2,1-2H3/t21-,26+,27+,29+,30+,31-,32-,33+,34+,36+,37+/m0/s1
• InChI Key: FVZYWZDSOTZVEE-YGMPAFGZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₀O₁₄
• Molecular Weight: 708.70 g/mol
• Exact Mass: 708.24180595 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 0.25
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6016	60.16%
Caco-2	-	0.8899	88.99%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6609	66.09%
OATP2B1 inhibitior	-	0.5720	57.20%
OATP1B1 inhibitior	+	0.8824	88.24%
OATP1B3 inhibitior	+	0.9673	96.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9271	92.71%
P-glycoprotein inhibitior	+	0.6857	68.57%
P-glycoprotein substrate	-	0.6830	68.30%
CYP3A4 substrate	+	0.6661	66.61%
CYP2C9 substrate	-	0.8020	80.20%
CYP2D6 substrate	-	0.8784	87.84%
CYP3A4 inhibition	-	0.9143	91.43%
CYP2C9 inhibition	-	0.6648	66.48%
CYP2C19 inhibition	-	0.6843	68.43%
CYP2D6 inhibition	-	0.8439	84.39%
CYP1A2 inhibition	-	0.7783	77.83%
CYP2C8 inhibition	+	0.5261	52.61%
CYP inhibitory promiscuity	-	0.6679	66.79%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7040	70.40%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9125	91.25%
Skin irritation	-	0.8237	82.37%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8168	81.68%
Micronuclear	+	0.5233	52.33%
Hepatotoxicity	-	0.7601	76.01%
skin sensitisation	-	0.8044	80.44%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5733	57.33%
Acute Oral Toxicity (c)	III	0.5953	59.53%
Estrogen receptor binding	+	0.8037	80.37%
Androgen receptor binding	+	0.6462	64.62%
Thyroid receptor binding	-	0.5101	51.01%
Glucocorticoid receptor binding	+	0.6324	63.24%
Aromatase binding	-	0.5374	53.74%
PPAR gamma	+	0.7279	72.79%
Honey bee toxicity	-	0.6414	64.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9661	96.61%

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	99.28%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.64%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.14%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.76%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.67%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	91.55%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.01%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.63%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.71%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.62%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	86.27%	91.49%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.42%	95.83%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.20%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.98%	99.23%

Plants that contains it

• Firmiana simplex

Cross-Links

• PubChem: 163017122
• LOTUS: LTS0185117
• wikiData: Q105003059