[(1R,3R,6R,8S,9S)-1-hydroxy-8-methoxy-6-methyl-4-oxo-7-oxatricyclo[4.3.0.03,9]nonan-9-yl]methyl benzoate

Details

• Internal ID: 82880902-441c-4e6b-a367-a09d12c30854
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: [(1R,3R,6R,8S,9S)-1-hydroxy-8-methoxy-6-methyl-4-oxo-7-oxatricyclo[4.3.0.03,9]nonan-9-yl]methyl benzoate
• InChI: InChI=1S/C18H20O6/c1-16-9-13(19)12-8-18(16,21)17(12,15(22-2)24-16)10-23-14(20)11-6-4-3-5-7-11/h3-7,12,15,21H,8-10H2,1-2H3/t12-,15-,16+,17-,18-/m0/s1
• InChI Key: GHLQXVJMYVGPCU-RPCVNMKUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₆
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.12598835 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.31
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9802	98.02%
Caco-2	+	0.5185	51.85%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6904	69.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9055	90.55%
OATP1B3 inhibitior	+	0.9214	92.14%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9364	93.64%
BSEP inhibitior	-	0.8972	89.72%
P-glycoprotein inhibitior	-	0.7936	79.36%
P-glycoprotein substrate	-	0.7596	75.96%
CYP3A4 substrate	+	0.6124	61.24%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.8825	88.25%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.7174	71.74%
CYP2C19 inhibition	-	0.7535	75.35%
CYP2D6 inhibition	-	0.9542	95.42%
CYP1A2 inhibition	-	0.8160	81.60%
CYP2C8 inhibition	-	0.6355	63.55%
CYP inhibitory promiscuity	-	0.9015	90.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5853	58.53%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8901	89.01%
Skin irritation	-	0.7182	71.82%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4020	40.20%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	-	0.5607	56.07%
skin sensitisation	-	0.8816	88.16%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8207	82.07%
Acute Oral Toxicity (c)	III	0.3118	31.18%
Estrogen receptor binding	+	0.8732	87.32%
Androgen receptor binding	+	0.7279	72.79%
Thyroid receptor binding	+	0.6271	62.71%
Glucocorticoid receptor binding	+	0.5757	57.57%
Aromatase binding	+	0.6408	64.08%
PPAR gamma	+	0.5288	52.88%
Honey bee toxicity	-	0.8913	89.13%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9860	98.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.72%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.30%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.00%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.09%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.80%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.43%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.81%	98.95%
CHEMBL4208	P20618	Proteasome component C5	83.79%	90.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.16%	90.17%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.75%	83.00%

Plants that contains it

• Paeonia lactiflora

Cross-Links

• PubChem: 162880786
• LOTUS: LTS0043445
• wikiData: Q105008611