(1R,3S,4S,7S,11S)-3-[(1R)-1-carboxypropyl]-4-hydroxy-2,10-dioxatricyclo[5.3.1.04,11]undeca-5,8-diene-8-carboxylic acid

Details

• Internal ID: ab86f8fb-85bd-4668-b69a-52e49587c9da
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: (1R,3S,4S,7S,11S)-3-[(1R)-1-carboxypropyl]-4-hydroxy-2,10-dioxatricyclo[5.3.1.04,11]undeca-5,8-diene-8-carboxylic acid
• SMILES (Canonical): CCC(C1C2(C=CC3C2C(O1)OC=C3C(=O)O)O)C(=O)O
• SMILES (Isomeric): CC[C@H]([C@H]1[C@@]2(C=C[C@H]3[C@@H]2[C@@H](O1)OC=C3C(=O)O)O)C(=O)O
• InChI: InChI=1S/C14H16O7/c1-2-6(11(15)16)10-14(19)4-3-7-8(12(17)18)5-20-13(21-10)9(7)14/h3-7,9-10,13,19H,2H2,1H3,(H,15,16)(H,17,18)/t6-,7-,9-,10+,13-,14+/m1/s1
• InChI Key: DYMQVMRFUANGAZ-CJHXPDOISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆O₇
• Molecular Weight: 296.27 g/mol
• Exact Mass: 296.08960285 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.35
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9516	95.16%
Caco-2	-	0.7262	72.62%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7873	78.73%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8028	80.28%
OATP1B3 inhibitior	+	0.9405	94.05%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9328	93.28%
P-glycoprotein inhibitior	-	0.9477	94.77%
P-glycoprotein substrate	-	0.8078	80.78%
CYP3A4 substrate	+	0.5163	51.63%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8891	88.91%
CYP3A4 inhibition	-	0.8407	84.07%
CYP2C9 inhibition	-	0.6448	64.48%
CYP2C19 inhibition	-	0.7751	77.51%
CYP2D6 inhibition	-	0.9439	94.39%
CYP1A2 inhibition	-	0.8691	86.91%
CYP2C8 inhibition	-	0.7638	76.38%
CYP inhibitory promiscuity	-	0.7793	77.93%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4288	42.88%
Eye corrosion	-	0.9704	97.04%
Eye irritation	-	0.8851	88.51%
Skin irritation	-	0.5469	54.69%
Skin corrosion	-	0.8510	85.10%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7395	73.95%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5042	50.42%
skin sensitisation	-	0.7435	74.35%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6382	63.82%
Acute Oral Toxicity (c)	III	0.4231	42.31%
Estrogen receptor binding	+	0.7646	76.46%
Androgen receptor binding	-	0.5085	50.85%
Thyroid receptor binding	-	0.6772	67.72%
Glucocorticoid receptor binding	-	0.5665	56.65%
Aromatase binding	-	0.6308	63.08%
PPAR gamma	-	0.7444	74.44%
Honey bee toxicity	-	0.9171	91.71%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.8622	86.22%

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	96.96%	96.09%
CHEMBL2581	P07339	Cathepsin D	88.01%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.88%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.66%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	83.43%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	82.57%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.19%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.40%	94.45%

Plants that contains it

• Plumeria rubra

Cross-Links

• PubChem: 162993583
• LOTUS: LTS0035218
• wikiData: Q104991433