Gentiolutelin

Details

• Internal ID: a7fad80a-be2f-4095-90bd-3712a0a3a170
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: methyl (1S,2R,3S,5R)-3-hydroxy-2-methyl-5-(2-oxoethyl)cyclopentane-1-carboxylate
• SMILES (Canonical): CC1C(CC(C1C(=O)OC)CC=O)O
• SMILES (Isomeric): C[C@H]1[C@H](C[C@@H]([C@@H]1C(=O)OC)CC=O)O
• InChI: InChI=1S/C10H16O4/c1-6-8(12)5-7(3-4-11)9(6)10(13)14-2/h4,6-9,12H,3,5H2,1-2H3/t6-,7-,8-,9+/m0/s1
• InChI Key: LXSAYHHNNBSFRW-XSPKLOCKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₆O₄
• Molecular Weight: 200.23 g/mol
• Exact Mass: 200.10485899 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.38
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9349	93.49%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7955	79.55%
OATP2B1 inhibitior	-	0.8506	85.06%
OATP1B1 inhibitior	+	0.9062	90.62%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9452	94.52%
P-glycoprotein inhibitior	-	0.9724	97.24%
P-glycoprotein substrate	-	0.6552	65.52%
CYP3A4 substrate	+	0.5282	52.82%
CYP2C9 substrate	-	0.6031	60.31%
CYP2D6 substrate	-	0.8507	85.07%
CYP3A4 inhibition	-	0.9568	95.68%
CYP2C9 inhibition	-	0.9550	95.50%
CYP2C19 inhibition	-	0.9513	95.13%
CYP2D6 inhibition	-	0.9157	91.57%
CYP1A2 inhibition	-	0.9608	96.08%
CYP2C8 inhibition	-	0.9611	96.11%
CYP inhibitory promiscuity	-	0.9730	97.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8124	81.24%
Carcinogenicity (trinary)	Non-required	0.7865	78.65%
Eye corrosion	-	0.9039	90.39%
Eye irritation	+	0.5423	54.23%
Skin irritation	-	0.6927	69.27%
Skin corrosion	-	0.9044	90.44%
Ames mutagenesis	-	0.6154	61.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6260	62.60%
Micronuclear	-	0.7441	74.41%
Hepatotoxicity	-	0.5177	51.77%
skin sensitisation	-	0.8865	88.65%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6091	60.91%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5597	55.97%
Acute Oral Toxicity (c)	III	0.6612	66.12%
Estrogen receptor binding	-	0.8799	87.99%
Androgen receptor binding	+	0.5498	54.98%
Thyroid receptor binding	-	0.8027	80.27%
Glucocorticoid receptor binding	-	0.6088	60.88%
Aromatase binding	-	0.8785	87.85%
PPAR gamma	-	0.7984	79.84%
Honey bee toxicity	-	0.7815	78.15%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.4048	40.48%

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	95.84%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	88.36%	91.19%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	86.95%	95.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.13%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.25%	96.95%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.04%	94.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.99%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.57%	85.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.37%	94.33%
CHEMBL221	P23219	Cyclooxygenase-1	82.79%	90.17%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.65%	99.17%
CHEMBL299	P17252	Protein kinase C alpha	80.40%	98.03%

Plants that contains it

• Gentiana lutea

Cross-Links

• PubChem: 102320024
• LOTUS: LTS0004379
• wikiData: Q105159053