[5-(7-Hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)-3-methylpent-2-enyl] acetate

Details

• Internal ID: 3ed10c51-8794-4624-a469-23ce915bc4e4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [5-(7-hydroxy-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)-3-methylpent-2-enyl] acetate
• SMILES (Canonical): CC1=CCC2C(CC(CC2(C1CCC(=CCOC(=O)C)C)C)O)(C)C
• SMILES (Isomeric): CC1=CCC2C(CC(CC2(C1CCC(=CCOC(=O)C)C)C)O)(C)C
• InChI: InChI=1S/C22H36O3/c1-15(11-12-25-17(3)23)7-9-19-16(2)8-10-20-21(4,5)13-18(24)14-22(19,20)6/h8,11,18-20,24H,7,9-10,12-14H2,1-6H3
• InChI Key: CZUWIMDOXXXJRE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₃
• Molecular Weight: 348.50 g/mol
• Exact Mass: 348.26644501 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 5.05
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.6904	69.04%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8544	85.44%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.8850	88.50%
OATP1B3 inhibitior	+	0.9608	96.08%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8015	80.15%
P-glycoprotein inhibitior	-	0.5786	57.86%
P-glycoprotein substrate	-	0.7579	75.79%
CYP3A4 substrate	+	0.6394	63.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.8342	83.42%
CYP2C9 inhibition	-	0.8012	80.12%
CYP2C19 inhibition	-	0.8229	82.29%
CYP2D6 inhibition	-	0.9225	92.25%
CYP1A2 inhibition	-	0.9068	90.68%
CYP2C8 inhibition	-	0.5639	56.39%
CYP inhibitory promiscuity	-	0.8761	87.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5910	59.10%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9362	93.62%
Skin irritation	-	0.5828	58.28%
Skin corrosion	-	0.9816	98.16%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4139	41.39%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6673	66.73%
skin sensitisation	-	0.5438	54.38%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4547	45.47%
Acute Oral Toxicity (c)	III	0.7587	75.87%
Estrogen receptor binding	+	0.7196	71.96%
Androgen receptor binding	-	0.5081	50.81%
Thyroid receptor binding	+	0.6532	65.32%
Glucocorticoid receptor binding	+	0.7107	71.07%
Aromatase binding	+	0.6127	61.27%
PPAR gamma	+	0.6942	69.42%
Honey bee toxicity	-	0.8431	84.31%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9930	99.30%

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	96.19%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.09%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.52%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	89.86%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.05%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.58%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.51%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.85%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.46%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.74%	86.33%

Plants that contains it

• Baccharis gnidiifolia
• Ophryosporus heptanthus
• Stevia ovata

Cross-Links

• PubChem: 163005018
• LOTUS: LTS0147280
• wikiData: Q104973175