[(2S,10aR)-1,1-dimethyl-5,6-dioxo-7-propan-2-yl-3,10a-dihydro-2H-phenanthren-2-yl] benzoate

Details

• Internal ID: 5d5ebe2b-6a32-4a43-9dad-cebf0eede2ea
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(2S,10aR)-1,1-dimethyl-5,6-dioxo-7-propan-2-yl-3,10a-dihydro-2H-phenanthren-2-yl] benzoate
• SMILES (Canonical): CC(C)C1=CC2=C(C3=CCC(C(C3C=C2)(C)C)OC(=O)C4=CC=CC=C4)C(=O)C1=O
• SMILES (Isomeric): CC(C)C1=CC2=C(C3=CC[C@@H](C([C@@H]3C=C2)(C)C)OC(=O)C4=CC=CC=C4)C(=O)C1=O
• InChI: InChI=1S/C26H26O4/c1-15(2)19-14-17-10-12-20-18(22(17)24(28)23(19)27)11-13-21(26(20,3)4)30-25(29)16-8-6-5-7-9-16/h5-12,14-15,20-21H,13H2,1-4H3/t20-,21+/m1/s1
• InChI Key: VOWILMQVGCLYKV-RTWAWAEBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₂₆O₄
• Molecular Weight: 402.50 g/mol
• Exact Mass: 402.18310931 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.79
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	-	0.5279	52.79%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8322	83.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8845	88.45%
OATP1B3 inhibitior	+	0.9037	90.37%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8761	87.61%
P-glycoprotein inhibitior	+	0.7410	74.10%
P-glycoprotein substrate	-	0.6647	66.47%
CYP3A4 substrate	+	0.6470	64.70%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8794	87.94%
CYP3A4 inhibition	-	0.5417	54.17%
CYP2C9 inhibition	-	0.7656	76.56%
CYP2C19 inhibition	-	0.6217	62.17%
CYP2D6 inhibition	-	0.7908	79.08%
CYP1A2 inhibition	-	0.7254	72.54%
CYP2C8 inhibition	+	0.4443	44.43%
CYP inhibitory promiscuity	-	0.5962	59.62%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8672	86.72%
Carcinogenicity (trinary)	Non-required	0.5359	53.59%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9476	94.76%
Skin irritation	-	0.7068	70.68%
Skin corrosion	-	0.9741	97.41%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9115	91.15%
Micronuclear	-	0.5641	56.41%
Hepatotoxicity	-	0.5123	51.23%
skin sensitisation	+	0.5334	53.34%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6333	63.33%
Estrogen receptor binding	+	0.8659	86.59%
Androgen receptor binding	+	0.7366	73.66%
Thyroid receptor binding	+	0.5794	57.94%
Glucocorticoid receptor binding	+	0.7081	70.81%
Aromatase binding	+	0.7804	78.04%
PPAR gamma	+	0.6965	69.65%
Honey bee toxicity	-	0.7915	79.15%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
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
CHEMBL221	P23219	Cyclooxygenase-1	98.10%	90.17%
CHEMBL2581	P07339	Cathepsin D	97.93%	98.95%
CHEMBL240	Q12809	HERG	94.36%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.99%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.69%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.22%	99.23%
CHEMBL2535	P11166	Glucose transporter	89.52%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.99%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.51%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.97%	91.19%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.31%	94.08%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.37%	82.69%
CHEMBL4105838	Q96GG9	DCN1-like protein 1	81.83%	95.00%

Plants that contains it

• Hoslundia opposita

Cross-Links

• PubChem: 162897788
• LOTUS: LTS0265935
• wikiData: Q105290479