2-(4b,8,8-Trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-2-yl)propan-2-yl acetate

Details

• Internal ID: e6248dc3-8030-45a1-bc9c-fa2dbecaafac
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 2-(4b,8,8-trimethyl-5,6,7,8a,9,10-hexahydrophenanthren-2-yl)propan-2-yl acetate
• SMILES (Canonical): CC(=O)OC(C)(C)C1=CC2=C(C=C1)C3(CCCC(C3CC2)(C)C)C
• SMILES (Isomeric): CC(=O)OC(C)(C)C1=CC2=C(C=C1)C3(CCCC(C3CC2)(C)C)C
• InChI: InChI=1S/C22H32O2/c1-15(23)24-21(4,5)17-9-10-18-16(14-17)8-11-19-20(2,3)12-7-13-22(18,19)6/h9-10,14,19H,7-8,11-13H2,1-6H3
• InChI Key: LMNZSAWWQSPBNF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₂
• Molecular Weight: 328.50 g/mol
• Exact Mass: 328.240230259 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.52
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7842	78.42%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5817	58.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9024	90.24%
OATP1B3 inhibitior	+	0.9552	95.52%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7903	79.03%
P-glycoprotein inhibitior	-	0.6878	68.78%
P-glycoprotein substrate	-	0.7703	77.03%
CYP3A4 substrate	+	0.6580	65.80%
CYP2C9 substrate	+	0.5862	58.62%
CYP2D6 substrate	-	0.8169	81.69%
CYP3A4 inhibition	-	0.9104	91.04%
CYP2C9 inhibition	-	0.6157	61.57%
CYP2C19 inhibition	+	0.7207	72.07%
CYP2D6 inhibition	-	0.8803	88.03%
CYP1A2 inhibition	-	0.6896	68.96%
CYP2C8 inhibition	+	0.6756	67.56%
CYP inhibitory promiscuity	-	0.7974	79.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6911	69.11%
Carcinogenicity (trinary)	Non-required	0.5521	55.21%
Eye corrosion	-	0.9474	94.74%
Eye irritation	-	0.8308	83.08%
Skin irritation	-	0.7439	74.39%
Skin corrosion	-	0.9913	99.13%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8295	82.95%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7089	70.89%
skin sensitisation	-	0.7233	72.33%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.8000	80.00%
Nephrotoxicity	-	0.7262	72.62%
Acute Oral Toxicity (c)	III	0.7397	73.97%
Estrogen receptor binding	+	0.7355	73.55%
Androgen receptor binding	+	0.6027	60.27%
Thyroid receptor binding	+	0.7185	71.85%
Glucocorticoid receptor binding	+	0.6597	65.97%
Aromatase binding	+	0.7672	76.72%
PPAR gamma	+	0.5897	58.97%
Honey bee toxicity	-	0.8791	87.91%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.93%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.64%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.13%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.14%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.74%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.29%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.79%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.41%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.00%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.35%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	85.81%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.32%	92.94%
CHEMBL5028	O14672	ADAM10	82.28%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.09%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.91%	95.78%

Plants that contains it

• Abies pinsapo

Cross-Links

• PubChem: 163072271
• LOTUS: LTS0094999
• wikiData: Q105154081