Methyl 3-(3-methylbut-2-enyl)-1,4-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-1,4-dihydronaphthalene-2-carboxylate

Details

• Internal ID: d5a405ac-58c2-45e5-b256-678126146e73
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: methyl 3-(3-methylbut-2-enyl)-1,4-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-1,4-dihydronaphthalene-2-carboxylate
• SMILES (Canonical): CC(=CCC1=C(C(C2=CC=CC=C2C1OC3C(C(C(C(O3)CO)O)O)O)OC4C(C(C(C(O4)CO)O)O)O)C(=O)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C(C2=CC=CC=C2C1OC3C(C(C(C(O3)CO)O)O)O)OC4C(C(C(C(O4)CO)O)O)O)C(=O)OC)C
• InChI: InChI=1S/C29H40O14/c1-12(2)8-9-15-18(27(38)39-3)26(43-29-24(37)22(35)20(33)17(11-31)41-29)14-7-5-4-6-13(14)25(15)42-28-23(36)21(34)19(32)16(10-30)40-28/h4-8,16-17,19-26,28-37H,9-11H2,1-3H3
• InChI Key: LDHQRZMTUXUHIP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₀O₁₄
• Molecular Weight: 612.60 g/mol
• Exact Mass: 612.24180595 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -1.76
• 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	+	0.7186	71.86%
Caco-2	-	0.8613	86.13%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6456	64.56%
OATP2B1 inhibitior	-	0.8619	86.19%
OATP1B1 inhibitior	+	0.8214	82.14%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.8812	88.12%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8128	81.28%
P-glycoprotein inhibitior	-	0.4433	44.33%
P-glycoprotein substrate	-	0.7835	78.35%
CYP3A4 substrate	+	0.6149	61.49%
CYP2C9 substrate	-	0.8081	80.81%
CYP2D6 substrate	-	0.8678	86.78%
CYP3A4 inhibition	-	0.9633	96.33%
CYP2C9 inhibition	-	0.8268	82.68%
CYP2C19 inhibition	-	0.7340	73.40%
CYP2D6 inhibition	-	0.7966	79.66%
CYP1A2 inhibition	-	0.7456	74.56%
CYP2C8 inhibition	+	0.5161	51.61%
CYP inhibitory promiscuity	-	0.7429	74.29%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7481	74.81%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9344	93.44%
Skin irritation	-	0.8068	80.68%
Skin corrosion	-	0.9567	95.67%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8791	87.91%
Micronuclear	-	0.6841	68.41%
Hepatotoxicity	-	0.6457	64.57%
skin sensitisation	-	0.8427	84.27%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.5785	57.85%
Acute Oral Toxicity (c)	III	0.6504	65.04%
Estrogen receptor binding	+	0.7156	71.56%
Androgen receptor binding	+	0.6302	63.02%
Thyroid receptor binding	-	0.5347	53.47%
Glucocorticoid receptor binding	+	0.6405	64.05%
Aromatase binding	-	0.5270	52.70%
PPAR gamma	+	0.6206	62.06%
Honey bee toxicity	-	0.8141	81.41%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.8582	85.82%

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	98.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.69%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	94.63%	94.73%
CHEMBL2581	P07339	Cathepsin D	92.28%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.63%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.76%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.00%	86.33%
CHEMBL5028	O14672	ADAM10	84.81%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.33%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.44%	90.17%

Plants that contains it

• Rubia yunnanensis

Cross-Links

• PubChem: 163069553
• LOTUS: LTS0119569
• wikiData: Q105150226