Garjasmin

Details

• Internal ID: 4c370932-75cc-46c6-9208-c1b7363ddb26
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: methyl (1S,4S,7S,11S)-4-hydroxy-2,10-dioxatricyclo[5.3.1.04,11]undeca-5,8-diene-8-carboxylate
• SMILES (Canonical): COC(=O)C1=COC2C3C1C=CC3(CO2)O
• SMILES (Isomeric): COC(=O)C1=CO[C@H]2[C@H]3[C@@H]1C=C[C@]3(CO2)O
• InChI: InChI=1S/C11H12O5/c1-14-9(12)7-4-15-10-8-6(7)2-3-11(8,13)5-16-10/h2-4,6,8,10,13H,5H2,1H3/t6-,8-,10-,11-/m1/s1
• InChI Key: PYJMOWDBOPKFBI-SSQAQTMGSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₅
• Molecular Weight: 224.21 g/mol
• Exact Mass: 224.06847348 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.04
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 144868-43-9
• methyl (1S,4S,7S,11S)-4-hydroxy-2,10-dioxatricyclo[5.3.1.04,11]undeca-5,8-diene-8-carboxylate
• SCHEMBL10042300
• AKOS032962320
• FS-10368
• 2H-1,7-Dioxacyclopent[cd]indene-5-carboxylic acid, 2a,4a,7a,7b-tetrahydro-2a-hydroxy-, methyl ester, (2aS,4aS,7aS,7bS)-
• 2H-1,7-Dioxacyclopent[cd]indene-5-carboxylic acid, 2a,4a,7a,7b-tetrahydro-2a-hydroxy-, methyl ester, [2aS-(2a,4a,7a,7b)]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9842	98.42%
Caco-2	-	0.5359	53.59%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7288	72.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8690	86.90%
OATP1B3 inhibitior	+	0.9574	95.74%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9236	92.36%
P-glycoprotein inhibitior	-	0.9394	93.94%
P-glycoprotein substrate	-	0.7461	74.61%
CYP3A4 substrate	+	0.5886	58.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8648	86.48%
CYP3A4 inhibition	-	0.8347	83.47%
CYP2C9 inhibition	-	0.9303	93.03%
CYP2C19 inhibition	-	0.8402	84.02%
CYP2D6 inhibition	-	0.8672	86.72%
CYP1A2 inhibition	-	0.7818	78.18%
CYP2C8 inhibition	-	0.6318	63.18%
CYP inhibitory promiscuity	-	0.8993	89.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4925	49.25%
Eye corrosion	-	0.9557	95.57%
Eye irritation	-	0.7373	73.73%
Skin irritation	-	0.7208	72.08%
Skin corrosion	-	0.9236	92.36%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7921	79.21%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	-	0.5017	50.17%
skin sensitisation	-	0.7484	74.84%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.6506	65.06%
Acute Oral Toxicity (c)	III	0.4354	43.54%
Estrogen receptor binding	+	0.6751	67.51%
Androgen receptor binding	-	0.5947	59.47%
Thyroid receptor binding	-	0.5641	56.41%
Glucocorticoid receptor binding	-	0.4917	49.17%
Aromatase binding	-	0.7239	72.39%
PPAR gamma	-	0.6183	61.83%
Honey bee toxicity	-	0.9114	91.14%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.8037	80.37%

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	96.14%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.23%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.41%	94.45%
CHEMBL4208	P20618	Proteasome component C5	86.86%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.99%	90.17%
CHEMBL5028	O14672	ADAM10	82.04%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.82%	86.33%

Plants that contains it

• Viburnum cylindricum

Cross-Links

• PubChem: 11138761
• LOTUS: LTS0013447
• wikiData: Q105216621