(12-Hydroxy-8,12,15,15-tetramethyl-4-bicyclo[9.3.1]pentadeca-3,7-dienyl)methyl acetate

Details

• Internal ID: 8b25b224-9fc0-4920-878e-06fc6fff02ef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (12-hydroxy-8,12,15,15-tetramethyl-4-bicyclo[9.3.1]pentadeca-3,7-dienyl)methyl acetate
• SMILES (Canonical): CC1=CCCC(=CCC2CCC(C(C2(C)C)CC1)(C)O)COC(=O)C
• SMILES (Isomeric): CC1=CCCC(=CCC2CCC(C(C2(C)C)CC1)(C)O)COC(=O)C
• InChI: InChI=1S/C22H36O3/c1-16-7-6-8-18(15-25-17(2)23)10-11-19-13-14-22(5,24)20(12-9-16)21(19,3)4/h7,10,19-20,24H,6,8-9,11-15H2,1-5H3
• InChI Key: ONBYNDRDNDICPR-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: 4.00
• Atomic LogP (AlogP): 5.19
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9966	99.66%
Caco-2	+	0.7195	71.95%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8722	87.22%
OATP2B1 inhibitior	-	0.8649	86.49%
OATP1B1 inhibitior	+	0.9254	92.54%
OATP1B3 inhibitior	+	0.9597	95.97%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8915	89.15%
P-glycoprotein inhibitior	-	0.6864	68.64%
P-glycoprotein substrate	-	0.7916	79.16%
CYP3A4 substrate	+	0.6472	64.72%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.8854	88.54%
CYP3A4 inhibition	-	0.8500	85.00%
CYP2C9 inhibition	-	0.5829	58.29%
CYP2C19 inhibition	-	0.7727	77.27%
CYP2D6 inhibition	-	0.9266	92.66%
CYP1A2 inhibition	-	0.8009	80.09%
CYP2C8 inhibition	+	0.4701	47.01%
CYP inhibitory promiscuity	-	0.8838	88.38%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5646	56.46%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.8901	89.01%
Skin irritation	-	0.6325	63.25%
Skin corrosion	-	0.9802	98.02%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3734	37.34%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6152	61.52%
skin sensitisation	+	0.5330	53.30%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5174	51.74%
Acute Oral Toxicity (c)	III	0.7352	73.52%
Estrogen receptor binding	+	0.7440	74.40%
Androgen receptor binding	-	0.6629	66.29%
Thyroid receptor binding	+	0.5798	57.98%
Glucocorticoid receptor binding	+	0.7257	72.57%
Aromatase binding	-	0.5080	50.80%
PPAR gamma	+	0.6216	62.16%
Honey bee toxicity	-	0.8596	85.96%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9824	98.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.44%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.90%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.03%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.56%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.22%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.82%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.26%	94.45%
CHEMBL2581	P07339	Cathepsin D	82.22%	98.95%
CHEMBL4208	P20618	Proteasome component C5	81.86%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.45%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.44%	100.00%

Plants that contains it

• Bursera suntui

Cross-Links

• PubChem: 73981756
• LOTUS: LTS0101157
• wikiData: Q105194587