7-Hydroxy-1,4a-dimethyl-8-propan-2-yl-2,3,4,10a-tetrahydrophenanthrene-1-carboxylic acid

Details

• Internal ID: f3203618-3532-4cc2-a2a1-52b9456cb75e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 7-hydroxy-1,4a-dimethyl-8-propan-2-yl-2,3,4,10a-tetrahydrophenanthrene-1-carboxylic acid
• SMILES (Canonical): CC(C)C1=C(C=CC2=C1C=CC3C2(CCCC3(C)C(=O)O)C)O
• SMILES (Isomeric): CC(C)C1=C(C=CC2=C1C=CC3C2(CCCC3(C)C(=O)O)C)O
• InChI: InChI=1S/C20H26O3/c1-12(2)17-13-6-9-16-19(3,14(13)7-8-15(17)21)10-5-11-20(16,4)18(22)23/h6-9,12,16,21H,5,10-11H2,1-4H3,(H,22,23)
• InChI Key: UGFFVYQRVJCGSQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.18819469 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.69
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.7041	70.41%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8720	87.20%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.8575	85.75%
OATP1B3 inhibitior	+	0.9303	93.03%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6386	63.86%
P-glycoprotein inhibitior	-	0.9170	91.70%
P-glycoprotein substrate	-	0.6934	69.34%
CYP3A4 substrate	+	0.5741	57.41%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8523	85.23%
CYP3A4 inhibition	-	0.8302	83.02%
CYP2C9 inhibition	-	0.7795	77.95%
CYP2C19 inhibition	-	0.7247	72.47%
CYP2D6 inhibition	-	0.9132	91.32%
CYP1A2 inhibition	+	0.7326	73.26%
CYP2C8 inhibition	-	0.7698	76.98%
CYP inhibitory promiscuity	-	0.7484	74.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8811	88.11%
Carcinogenicity (trinary)	Non-required	0.5823	58.23%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.8749	87.49%
Skin irritation	-	0.5495	54.95%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5870	58.70%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5843	58.43%
skin sensitisation	-	0.6450	64.50%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5506	55.06%
Acute Oral Toxicity (c)	III	0.7340	73.40%
Estrogen receptor binding	-	0.5492	54.92%
Androgen receptor binding	+	0.5261	52.61%
Thyroid receptor binding	+	0.8215	82.15%
Glucocorticoid receptor binding	+	0.6383	63.83%
Aromatase binding	-	0.6096	60.96%
PPAR gamma	+	0.7479	74.79%
Honey bee toxicity	-	0.9199	91.99%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
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	98.31%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.77%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.69%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.82%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.24%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.91%	98.95%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.18%	90.71%
CHEMBL4208	P20618	Proteasome component C5	86.49%	90.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.79%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.44%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.02%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.03%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.54%	90.17%

Plants that contains it

• Podocarpus macrophyllus

Cross-Links

• PubChem: 163087780
• LOTUS: LTS0262119
• wikiData: Q105272310