[(1R,3aR,5Z,8S,9E,12R,12aS)-1,12-dihydroxy-6-(hydroxymethyl)-3a,10-dimethyl-1-propan-2-yl-2,3,4,7,8,11,12,12a-octahydrocyclopenta[11]annulen-8-yl] acetate

Details

• Internal ID: 71131cdc-948f-4691-b401-4821c909e8bf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Dolabellane and neodolabellane diterpenoids
• IUPAC Name: [(1R,3aR,5Z,8S,9E,12R,12aS)-1,12-dihydroxy-6-(hydroxymethyl)-3a,10-dimethyl-1-propan-2-yl-2,3,4,7,8,11,12,12a-octahydrocyclopenta[11]annulen-8-yl] acetate
• SMILES (Canonical): CC1=CC(CC(=CCC2(CCC(C2C(C1)O)(C(C)C)O)C)CO)OC(=O)C
• SMILES (Isomeric): C/C/1=C\[C@H](C/C(=C/C[C@]2(CC[C@]([C@@H]2[C@@H](C1)O)(C(C)C)O)C)/CO)OC(=O)C
• InChI: InChI=1S/C22H36O5/c1-14(2)22(26)9-8-21(5)7-6-17(13-23)12-18(27-16(4)24)10-15(3)11-19(25)20(21)22/h6,10,14,18-20,23,25-26H,7-9,11-13H2,1-5H3/b15-10+,17-6-/t18-,19-,20-,21+,22-/m1/s1
• InChI Key: UVSDLGIXSNUFRQ-IIJIHJCRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₅
• Molecular Weight: 380.50 g/mol
• Exact Mass: 380.25627424 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9787	97.87%
Caco-2	+	0.5927	59.27%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7154	71.54%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8840	88.40%
OATP1B3 inhibitior	+	0.8336	83.36%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6411	64.11%
BSEP inhibitior	+	0.8414	84.14%
P-glycoprotein inhibitior	-	0.7614	76.14%
P-glycoprotein substrate	-	0.5414	54.14%
CYP3A4 substrate	+	0.6510	65.10%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8684	86.84%
CYP3A4 inhibition	-	0.8758	87.58%
CYP2C9 inhibition	-	0.5989	59.89%
CYP2C19 inhibition	-	0.8643	86.43%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.7461	74.61%
CYP2C8 inhibition	-	0.8117	81.17%
CYP inhibitory promiscuity	-	0.8770	87.70%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6741	67.41%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9315	93.15%
Skin irritation	-	0.5947	59.47%
Skin corrosion	-	0.9681	96.81%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4922	49.22%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5290	52.90%
skin sensitisation	-	0.8169	81.69%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6502	65.02%
Acute Oral Toxicity (c)	III	0.4695	46.95%
Estrogen receptor binding	+	0.6034	60.34%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.7380	73.80%
Aromatase binding	+	0.6788	67.88%
PPAR gamma	-	0.5562	55.62%
Honey bee toxicity	-	0.7934	79.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7505	75.05%
Fish aquatic toxicity	+	0.9484	94.84%

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	98.75%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.11%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.92%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.67%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	92.45%	97.79%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.78%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.18%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.84%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.12%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.90%	91.24%

Plants that contains it

• Odontoschisma denudatum

Cross-Links

• PubChem: 162865637
• LOTUS: LTS0169373
• wikiData: Q105280078