1-(hydroxymethyl)-4a-methyl-9-oxo-7-propan-2-yl-3,4,4b,5,6,8a,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid

Details

• Internal ID: 83f05768-cd6f-4d82-ab2e-162228874218
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 1-(hydroxymethyl)-4a-methyl-9-oxo-7-propan-2-yl-3,4,4b,5,6,8a,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
• SMILES (Canonical): CC(C)C1=CC2C(CC1)C3(CCCC(C3CC2=O)(CO)C(=O)O)C
• SMILES (Isomeric): CC(C)C1=CC2C(CC1)C3(CCCC(C3CC2=O)(CO)C(=O)O)C
• InChI: InChI=1S/C20H30O4/c1-12(2)13-5-6-15-14(9-13)16(22)10-17-19(15,3)7-4-8-20(17,11-21)18(23)24/h9,12,14-15,17,21H,4-8,10-11H2,1-3H3,(H,23,24)
• InChI Key: QSFLWQIGANLWJS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.44
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9728	97.28%
Caco-2	+	0.6767	67.67%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8595	85.95%
OATP2B1 inhibitior	-	0.8626	86.26%
OATP1B1 inhibitior	+	0.8091	80.91%
OATP1B3 inhibitior	-	0.3633	36.33%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5114	51.14%
BSEP inhibitior	-	0.4948	49.48%
P-glycoprotein inhibitior	-	0.8096	80.96%
P-glycoprotein substrate	-	0.8162	81.62%
CYP3A4 substrate	+	0.6115	61.15%
CYP2C9 substrate	-	0.8198	81.98%
CYP2D6 substrate	-	0.8725	87.25%
CYP3A4 inhibition	-	0.8162	81.62%
CYP2C9 inhibition	-	0.7560	75.60%
CYP2C19 inhibition	-	0.8961	89.61%
CYP2D6 inhibition	-	0.9288	92.88%
CYP1A2 inhibition	-	0.8648	86.48%
CYP2C8 inhibition	-	0.7781	77.81%
CYP inhibitory promiscuity	-	0.8836	88.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7083	70.83%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8732	87.32%
Skin irritation	-	0.6480	64.80%
Skin corrosion	-	0.9697	96.97%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6060	60.60%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6917	69.17%
skin sensitisation	-	0.7947	79.47%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.7673	76.73%
Acute Oral Toxicity (c)	III	0.7277	72.77%
Estrogen receptor binding	+	0.6385	63.85%
Androgen receptor binding	+	0.6212	62.12%
Thyroid receptor binding	+	0.6438	64.38%
Glucocorticoid receptor binding	+	0.7857	78.57%
Aromatase binding	+	0.5192	51.92%
PPAR gamma	+	0.5504	55.04%
Honey bee toxicity	-	0.9390	93.90%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9906	99.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.48%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.82%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.48%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.15%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.72%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	88.97%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.04%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.18%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.74%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.69%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.85%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	81.88%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.78%	86.33%

Plants that contains it

• Pinus sibirica

Cross-Links

• PubChem: 162943377
• LOTUS: LTS0194962
• wikiData: Q105226934