Methyl 4,9-dihydroxy-2,10-dioxatricyclo[5.3.1.04,11]undec-5-ene-8-carboxylate

Details

• Internal ID: 04ef73ac-5e33-49f5-a6a9-ea73a4aa95e3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: methyl 4,9-dihydroxy-2,10-dioxatricyclo[5.3.1.04,11]undec-5-ene-8-carboxylate
• SMILES (Canonical): COC(=O)C1C2C=CC3(C2C(OC3)OC1O)O
• SMILES (Isomeric): COC(=O)C1C2C=CC3(C2C(OC3)OC1O)O
• InChI: InChI=1S/C11H14O6/c1-15-8(12)6-5-2-3-11(14)4-16-10(7(5)11)17-9(6)13/h2-3,5-7,9-10,13-14H,4H2,1H3
• InChI Key: QEGAWOPOQXLXMR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₆
• Molecular Weight: 242.22 g/mol
• Exact Mass: 242.07903816 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.99
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9575	95.75%
Caco-2	-	0.7947	79.47%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7278	72.78%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8823	88.23%
OATP1B3 inhibitior	+	0.9550	95.50%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9324	93.24%
P-glycoprotein inhibitior	-	0.9405	94.05%
P-glycoprotein substrate	-	0.7312	73.12%
CYP3A4 substrate	+	0.6083	60.83%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8729	87.29%
CYP3A4 inhibition	-	0.8907	89.07%
CYP2C9 inhibition	-	0.9623	96.23%
CYP2C19 inhibition	-	0.9020	90.20%
CYP2D6 inhibition	-	0.8857	88.57%
CYP1A2 inhibition	-	0.9126	91.26%
CYP2C8 inhibition	-	0.8897	88.97%
CYP inhibitory promiscuity	-	0.9314	93.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4575	45.75%
Eye corrosion	-	0.9717	97.17%
Eye irritation	-	0.9521	95.21%
Skin irritation	-	0.7358	73.58%
Skin corrosion	-	0.9057	90.57%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8163	81.63%
Micronuclear	-	0.5041	50.41%
Hepatotoxicity	-	0.5176	51.76%
skin sensitisation	-	0.8053	80.53%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7644	76.44%
Acute Oral Toxicity (c)	III	0.5038	50.38%
Estrogen receptor binding	-	0.4869	48.69%
Androgen receptor binding	-	0.6473	64.73%
Thyroid receptor binding	+	0.5528	55.28%
Glucocorticoid receptor binding	+	0.5948	59.48%
Aromatase binding	-	0.6830	68.30%
PPAR gamma	-	0.5858	58.58%
Honey bee toxicity	-	0.7408	74.08%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.7782	77.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.11%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.66%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.98%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	90.37%	97.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.14%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	86.59%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.59%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.18%	96.77%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.87%	96.95%
CHEMBL340	P08684	Cytochrome P450 3A4	82.43%	91.19%

Plants that contains it

• Buddleja crispa
• Burchellia bubalina
• Catunaregam nilotica
• Rothmannia globosa
• Tocoyena formosa
• Viburnum cylindricum

Cross-Links

• PubChem: 74318243
• LOTUS: LTS0006576
• wikiData: Q104195727