3,7-Dihydroxy-2,8-dimethylidene-5-prop-1-en-2-ylcyclodecan-1-one

Details

• Internal ID: be6113a0-b2b8-4134-827c-4e68b498dfb6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: 3,7-dihydroxy-2,8-dimethylidene-5-prop-1-en-2-ylcyclodecan-1-one
• SMILES (Canonical): CC(=C)C1CC(C(=C)CCC(=O)C(=C)C(C1)O)O
• SMILES (Isomeric): CC(=C)C1CC(C(=C)CCC(=O)C(=C)C(C1)O)O
• InChI: InChI=1S/C15H22O3/c1-9(2)12-7-14(17)10(3)5-6-13(16)11(4)15(18)8-12/h12,14-15,17-18H,1,3-8H2,2H3
• InChI Key: MPMPELDIJSKUGL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.16
• H-Bond Acceptor: 3
• 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	+	0.9947	99.47%
Caco-2	+	0.5513	55.13%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8152	81.52%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9515	95.15%
OATP1B3 inhibitior	+	0.9606	96.06%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.9039	90.39%
P-glycoprotein inhibitior	-	0.9364	93.64%
P-glycoprotein substrate	-	0.8777	87.77%
CYP3A4 substrate	-	0.5455	54.55%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	-	0.8194	81.94%
CYP3A4 inhibition	-	0.8424	84.24%
CYP2C9 inhibition	-	0.8889	88.89%
CYP2C19 inhibition	-	0.8204	82.04%
CYP2D6 inhibition	-	0.8940	89.40%
CYP1A2 inhibition	-	0.7661	76.61%
CYP2C8 inhibition	-	0.9464	94.64%
CYP inhibitory promiscuity	-	0.9099	90.99%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8528	85.28%
Carcinogenicity (trinary)	Non-required	0.6163	61.63%
Eye corrosion	-	0.9126	91.26%
Eye irritation	+	0.9347	93.47%
Skin irritation	-	0.5586	55.86%
Skin corrosion	-	0.8988	89.88%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6028	60.28%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.6948	69.48%
skin sensitisation	-	0.5663	56.63%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.7944	79.44%
Acute Oral Toxicity (c)	III	0.6156	61.56%
Estrogen receptor binding	-	0.6539	65.39%
Androgen receptor binding	-	0.7710	77.10%
Thyroid receptor binding	-	0.6022	60.22%
Glucocorticoid receptor binding	-	0.4792	47.92%
Aromatase binding	-	0.7527	75.27%
PPAR gamma	-	0.7629	76.29%
Honey bee toxicity	-	0.8224	82.24%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9397	93.97%

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	93.48%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.05%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.85%	85.14%
CHEMBL2581	P07339	Cathepsin D	89.38%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	86.80%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.59%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.12%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.95%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.30%	91.19%

Plants that contains it

• Achillea ageratum

Cross-Links

• PubChem: 162871084
• LOTUS: LTS0166985
• wikiData: Q105169606