(1,1,4a-Trimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-2-yl) acetate

Details

• Internal ID: 473ac491-a075-49f4-97fe-97b4b4c14ffc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1,1,4a-trimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthren-2-yl) acetate
• SMILES (Canonical): CC(C)C1=CC2=C(C=C1)C3(CCC(C(C3CC2)(C)C)OC(=O)C)C
• SMILES (Isomeric): CC(C)C1=CC2=C(C=C1)C3(CCC(C(C3CC2)(C)C)OC(=O)C)C
• InChI: InChI=1S/C22H32O2/c1-14(2)16-7-9-18-17(13-16)8-10-19-21(4,5)20(24-15(3)23)11-12-22(18,19)6/h7,9,13-14,19-20H,8,10-12H2,1-6H3
• InChI Key: CGCMREBLRQFVLX-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: 6.10
• Atomic LogP (AlogP): 5.38
• 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	+	0.8207	82.07%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7841	78.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8918	89.18%
OATP1B3 inhibitior	+	0.9782	97.82%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.4664	46.64%
P-glycoprotein inhibitior	-	0.4509	45.09%
P-glycoprotein substrate	-	0.7531	75.31%
CYP3A4 substrate	+	0.6219	62.19%
CYP2C9 substrate	+	0.5862	58.62%
CYP2D6 substrate	-	0.8169	81.69%
CYP3A4 inhibition	-	0.8443	84.43%
CYP2C9 inhibition	-	0.7433	74.33%
CYP2C19 inhibition	+	0.6894	68.94%
CYP2D6 inhibition	-	0.9366	93.66%
CYP1A2 inhibition	-	0.6645	66.45%
CYP2C8 inhibition	-	0.7112	71.12%
CYP inhibitory promiscuity	-	0.9161	91.61%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8411	84.11%
Carcinogenicity (trinary)	Non-required	0.5597	55.97%
Eye corrosion	-	0.9774	97.74%
Eye irritation	-	0.9514	95.14%
Skin irritation	-	0.5363	53.63%
Skin corrosion	-	0.9817	98.17%
Ames mutagenesis	-	0.7944	79.44%
Human Ether-a-go-go-Related Gene inhibition	+	0.6441	64.41%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6782	67.82%
skin sensitisation	-	0.6688	66.88%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.8322	83.22%
Acute Oral Toxicity (c)	III	0.6973	69.73%
Estrogen receptor binding	+	0.8279	82.79%
Androgen receptor binding	+	0.6218	62.18%
Thyroid receptor binding	+	0.7258	72.58%
Glucocorticoid receptor binding	+	0.6535	65.35%
Aromatase binding	+	0.5516	55.16%
PPAR gamma	+	0.7038	70.38%
Honey bee toxicity	-	0.7166	71.66%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5145	51.45%
Fish aquatic toxicity	+	0.9966	99.66%

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	98.78%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.97%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.06%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.09%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.90%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	88.15%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.38%	95.89%
CHEMBL2535	P11166	Glucose transporter	85.89%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.99%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.66%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.81%	92.62%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.82%	82.69%
CHEMBL5028	O14672	ADAM10	81.77%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.21%	93.56%

Plants that contains it

• Calceolaria thyrsiflora

Cross-Links

• PubChem: 14779631
• LOTUS: LTS0146828
• wikiData: Q104957483