[(1R,3aR,5E,9E,11R,12aR)-1-hydroxy-3a,6,10-trimethyl-1-propan-2-yl-2,3,4,7,8,11,12,12a-octahydrocyclopenta[11]annulen-11-yl] acetate

Details

• Internal ID: 5e0ca6d2-9a09-49ad-87fc-127ed55e67c7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Dolabellane and neodolabellane diterpenoids
• IUPAC Name: [(1R,3aR,5E,9E,11R,12aR)-1-hydroxy-3a,6,10-trimethyl-1-propan-2-yl-2,3,4,7,8,11,12,12a-octahydrocyclopenta[11]annulen-11-yl] acetate
• InChI: InChI=1S/C22H36O3/c1-15(2)22(24)13-12-21(6)11-10-16(3)8-7-9-17(4)19(14-20(21)22)25-18(5)23/h9-10,15,19-20,24H,7-8,11-14H2,1-6H3/b16-10+,17-9+/t19-,20-,21+,22-/m1/s1
• InChI Key: LCCFAMBWEWEJKL-TUBDZVQBSA-N
• Popularity: 2 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: 4.30
• 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	+	0.9958	99.58%
Caco-2	+	0.8273	82.73%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8032	80.32%
OATP2B1 inhibitior	-	0.8639	86.39%
OATP1B1 inhibitior	+	0.9261	92.61%
OATP1B3 inhibitior	+	0.9129	91.29%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8905	89.05%
P-glycoprotein inhibitior	-	0.5645	56.45%
P-glycoprotein substrate	-	0.6838	68.38%
CYP3A4 substrate	+	0.6287	62.87%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.8523	85.23%
CYP2C9 inhibition	-	0.7425	74.25%
CYP2C19 inhibition	-	0.7591	75.91%
CYP2D6 inhibition	-	0.9526	95.26%
CYP1A2 inhibition	-	0.7353	73.53%
CYP2C8 inhibition	-	0.6494	64.94%
CYP inhibitory promiscuity	-	0.9223	92.23%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5441	54.41%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9284	92.84%
Skin irritation	+	0.7162	71.62%
Skin corrosion	-	0.9626	96.26%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7808	78.08%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.5543	55.43%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7520	75.20%
Acute Oral Toxicity (c)	III	0.5406	54.06%
Estrogen receptor binding	+	0.7225	72.25%
Androgen receptor binding	-	0.5852	58.52%
Thyroid receptor binding	+	0.7057	70.57%
Glucocorticoid receptor binding	+	0.7296	72.96%
Aromatase binding	-	0.5492	54.92%
PPAR gamma	+	0.6508	65.08%
Honey bee toxicity	-	0.7722	77.22%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6355	63.55%
Fish aquatic toxicity	+	0.9861	98.61%

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	99.05%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.66%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.38%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.55%	91.11%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.51%	95.50%
CHEMBL2581	P07339	Cathepsin D	85.78%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.44%	93.56%
CHEMBL4208	P20618	Proteasome component C5	82.90%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.19%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23428016
• LOTUS: LTS0235609
• wikiData: Q105149763