(7,12-Dihydroxy-12,15,15-trimethyl-8-methylidene-4-bicyclo[9.3.1]pentadec-3-enyl)methyl acetate

Details

• Internal ID: 7e48afda-b570-4c23-ab43-6587ef044ab6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (7,12-dihydroxy-12,15,15-trimethyl-8-methylidene-4-bicyclo[9.3.1]pentadec-3-enyl)methyl acetate
• SMILES (Canonical): CC(=O)OCC1=CCC2CCC(C(C2(C)C)CCC(=C)C(CC1)O)(C)O
• SMILES (Isomeric): CC(=O)OCC1=CCC2CCC(C(C2(C)C)CCC(=C)C(CC1)O)(C)O
• InChI: InChI=1S/C22H36O4/c1-15-6-11-20-21(3,4)18(12-13-22(20,5)25)9-7-17(8-10-19(15)24)14-26-16(2)23/h7,18-20,24-25H,1,6,8-14H2,2-5H3
• InChI Key: GJIRORGIXAOOPP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₄
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.26135963 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 4.16
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9902	99.02%
Caco-2	+	0.5641	56.41%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8751	87.51%
OATP2B1 inhibitior	-	0.8657	86.57%
OATP1B1 inhibitior	+	0.9074	90.74%
OATP1B3 inhibitior	+	0.8661	86.61%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6411	64.11%
BSEP inhibitior	+	0.6349	63.49%
P-glycoprotein inhibitior	-	0.7327	73.27%
P-glycoprotein substrate	-	0.6936	69.36%
CYP3A4 substrate	+	0.6709	67.09%
CYP2C9 substrate	-	0.8080	80.80%
CYP2D6 substrate	-	0.8759	87.59%
CYP3A4 inhibition	-	0.6953	69.53%
CYP2C9 inhibition	-	0.7568	75.68%
CYP2C19 inhibition	-	0.8749	87.49%
CYP2D6 inhibition	-	0.9361	93.61%
CYP1A2 inhibition	-	0.7910	79.10%
CYP2C8 inhibition	-	0.5882	58.82%
CYP inhibitory promiscuity	-	0.8831	88.31%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6770	67.70%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8669	86.69%
Skin irritation	-	0.5470	54.70%
Skin corrosion	-	0.9742	97.42%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6476	64.76%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5902	59.02%
skin sensitisation	-	0.6510	65.10%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.6101	61.01%
Acute Oral Toxicity (c)	III	0.7423	74.23%
Estrogen receptor binding	+	0.8313	83.13%
Androgen receptor binding	-	0.6244	62.44%
Thyroid receptor binding	+	0.6427	64.27%
Glucocorticoid receptor binding	+	0.8469	84.69%
Aromatase binding	+	0.6730	67.30%
PPAR gamma	+	0.5545	55.45%
Honey bee toxicity	-	0.8144	81.44%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9962	99.62%

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	97.23%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.36%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.87%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.40%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.43%	82.69%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.47%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	86.85%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.39%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.21%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.86%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	82.53%	95.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.61%	100.00%

Plants that contains it

• Bursera suntui

Cross-Links

• PubChem: 163010083
• LOTUS: LTS0207581
• wikiData: Q105009422