2,5-Dihydroxy-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undecane-3,7-dione

Details

• Internal ID: 26bcb617-b64b-4237-a221-939dda715bdb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2,5-dihydroxy-4,11,11-trimethyl-8-methylidenebicyclo[7.2.0]undecane-3,7-dione
• SMILES (Canonical): CC1C(CC(=O)C(=C)C2CC(C2C(C1=O)O)(C)C)O
• SMILES (Isomeric): CC1C(CC(=O)C(=C)C2CC(C2C(C1=O)O)(C)C)O
• InChI: InChI=1S/C15H22O4/c1-7-9-6-15(3,4)12(9)14(19)13(18)8(2)11(17)5-10(7)16/h8-9,11-12,14,17,19H,1,5-6H2,2-4H3
• InChI Key: UKLJSWAWMXEFBD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.10
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	-	0.5372	53.72%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6181	61.81%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.8057	80.57%
OATP1B3 inhibitior	+	0.9086	90.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9023	90.23%
P-glycoprotein inhibitior	-	0.9146	91.46%
P-glycoprotein substrate	-	0.8726	87.26%
CYP3A4 substrate	+	0.5772	57.72%
CYP2C9 substrate	-	0.7529	75.29%
CYP2D6 substrate	-	0.8299	82.99%
CYP3A4 inhibition	-	0.7396	73.96%
CYP2C9 inhibition	-	0.8637	86.37%
CYP2C19 inhibition	-	0.7348	73.48%
CYP2D6 inhibition	-	0.9000	90.00%
CYP1A2 inhibition	-	0.8264	82.64%
CYP2C8 inhibition	-	0.9328	93.28%
CYP inhibitory promiscuity	-	0.9568	95.68%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5934	59.34%
Eye corrosion	-	0.9759	97.59%
Eye irritation	-	0.7483	74.83%
Skin irritation	-	0.5128	51.28%
Skin corrosion	-	0.8887	88.87%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8307	83.07%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5978	59.78%
skin sensitisation	-	0.5447	54.47%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6470	64.70%
Acute Oral Toxicity (c)	III	0.3559	35.59%
Estrogen receptor binding	-	0.4932	49.32%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5864	58.64%
Glucocorticoid receptor binding	-	0.5162	51.62%
Aromatase binding	-	0.6846	68.46%
PPAR gamma	-	0.7886	78.86%
Honey bee toxicity	-	0.7675	76.75%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9774	97.74%

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	98.99%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.79%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.71%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.68%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.27%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.58%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.14%	100.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.15%	86.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.86%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.69%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.29%	94.45%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 85151648
• LOTUS: LTS0140832
• wikiData: Q104198310