3,7,11-Trihydroxy-5-(hydroxymethyl)-6-methyl-11-propan-2-yl-9-oxatricyclo[6.2.1.02,6]undec-4-en-10-one

Details

• Internal ID: 228a869c-a8b4-4d9e-acf0-9d8dbf21f059
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 3,7,11-trihydroxy-5-(hydroxymethyl)-6-methyl-11-propan-2-yl-9-oxatricyclo[6.2.1.02,6]undec-4-en-10-one
• SMILES (Canonical): CC(C)C1(C2C3C(C=C(C3(C(C1OC2=O)O)C)CO)O)O
• SMILES (Isomeric): CC(C)C1(C2C3C(C=C(C3(C(C1OC2=O)O)C)CO)O)O
• InChI: InChI=1S/C15H22O6/c1-6(2)15(20)10-9-8(17)4-7(5-16)14(9,3)11(18)12(15)21-13(10)19/h4,6,8-12,16-18,20H,5H2,1-3H3
• InChI Key: ZCPCYZTZESJVPV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₆
• Molecular Weight: 298.33 g/mol
• Exact Mass: 298.14163842 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.79
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9514	95.14%
Caco-2	-	0.7002	70.02%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6174	61.74%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.8842	88.42%
OATP1B3 inhibitior	+	0.9466	94.66%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9207	92.07%
P-glycoprotein inhibitior	-	0.9022	90.22%
P-glycoprotein substrate	-	0.7679	76.79%
CYP3A4 substrate	+	0.5632	56.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8735	87.35%
CYP3A4 inhibition	-	0.9443	94.43%
CYP2C9 inhibition	-	0.7995	79.95%
CYP2C19 inhibition	-	0.8256	82.56%
CYP2D6 inhibition	-	0.9057	90.57%
CYP1A2 inhibition	-	0.6878	68.78%
CYP2C8 inhibition	-	0.9463	94.63%
CYP inhibitory promiscuity	-	0.5513	55.13%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5967	59.67%
Eye corrosion	-	0.9828	98.28%
Eye irritation	-	0.9370	93.70%
Skin irritation	-	0.6156	61.56%
Skin corrosion	-	0.9184	91.84%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8228	82.28%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6001	60.01%
skin sensitisation	-	0.7638	76.38%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.8304	83.04%
Acute Oral Toxicity (c)	III	0.4896	48.96%
Estrogen receptor binding	-	0.5152	51.52%
Androgen receptor binding	-	0.5137	51.37%
Thyroid receptor binding	+	0.5542	55.42%
Glucocorticoid receptor binding	-	0.5400	54.00%
Aromatase binding	-	0.5657	56.57%
PPAR gamma	-	0.5361	53.61%
Honey bee toxicity	-	0.8311	83.11%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9107	91.07%

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	92.23%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.83%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.77%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.38%	97.25%
CHEMBL2581	P07339	Cathepsin D	86.85%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.75%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.04%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.57%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.05%	100.00%

Plants that contains it

• Picrodendron baccatum

Cross-Links

• PubChem: 85086707
• LOTUS: LTS0094948
• wikiData: Q105371342