[(4aS,4bR,8aR)-4b,8,8-trimethyl-2-propan-2-yl-4,4a,5,6,7,9-hexahydro-3H-phenanthren-8a-yl] acetate

Details

• Internal ID: e2be168b-9474-4541-90e4-1ac300323952
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(4aS,4bR,8aR)-4b,8,8-trimethyl-2-propan-2-yl-4,4a,5,6,7,9-hexahydro-3H-phenanthren-8a-yl] acetate
• SMILES (Canonical): CC(C)C1=CC2=CCC3(C(CCCC3(C2CC1)C)(C)C)OC(=O)C
• SMILES (Isomeric): CC(C)C1=CC2=CC[C@@]3([C@@]([C@H]2CC1)(CCCC3(C)C)C)OC(=O)C
• InChI: InChI=1S/C22H34O2/c1-15(2)17-8-9-19-18(14-17)10-13-22(24-16(3)23)20(4,5)11-7-12-21(19,22)6/h10,14-15,19H,7-9,11-13H2,1-6H3/t19-,21+,22+/m0/s1
• InChI Key: QXGOVOYQEWWNSG-KSEOMHKRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₂
• Molecular Weight: 330.50 g/mol
• Exact Mass: 330.255880323 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.83
• 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	+	0.8176	81.76%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7182	71.82%
OATP2B1 inhibitior	-	0.8632	86.32%
OATP1B1 inhibitior	+	0.8075	80.75%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.7068	70.68%
P-glycoprotein inhibitior	-	0.5892	58.92%
P-glycoprotein substrate	-	0.7500	75.00%
CYP3A4 substrate	+	0.6485	64.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8793	87.93%
CYP3A4 inhibition	-	0.8326	83.26%
CYP2C9 inhibition	-	0.8546	85.46%
CYP2C19 inhibition	+	0.7404	74.04%
CYP2D6 inhibition	-	0.9432	94.32%
CYP1A2 inhibition	-	0.8654	86.54%
CYP2C8 inhibition	-	0.7669	76.69%
CYP inhibitory promiscuity	-	0.8356	83.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Non-required	0.4710	47.10%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8725	87.25%
Skin irritation	+	0.5106	51.06%
Skin corrosion	-	0.9867	98.67%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8322	83.22%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6679	66.79%
skin sensitisation	+	0.6846	68.46%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7860	78.60%
Acute Oral Toxicity (c)	III	0.8704	87.04%
Estrogen receptor binding	+	0.8063	80.63%
Androgen receptor binding	+	0.6748	67.48%
Thyroid receptor binding	+	0.7367	73.67%
Glucocorticoid receptor binding	+	0.6569	65.69%
Aromatase binding	+	0.5560	55.60%
PPAR gamma	+	0.7693	76.93%
Honey bee toxicity	-	0.7947	79.47%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	0.9965	99.65%

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	98.18%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.04%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.57%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.70%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	87.43%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.83%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.36%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.59%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.01%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.17%	92.62%
CHEMBL340	P08684	Cytochrome P450 3A4	81.37%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.47%	100.00%

Plants that contains it

• Solidago nemoralis

Cross-Links

• PubChem: 163193231
• LOTUS: LTS0272076
• wikiData: Q105229595