16-Nor-15-oxodehydroabietic acid

Details

• Internal ID: 076cf720-d8c3-4fa3-aabd-eca70f4bb6fb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4aS,10aR)-7-acetyl-1,4a-dimethyl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylic acid
• SMILES (Canonical): CC(=O)C1=CC2=C(C=C1)C3(CCCC(C3CC2)(C)C(=O)O)C
• SMILES (Isomeric): CC(=O)C1=CC2=C(C=C1)[C@]3(CCC[C@@]([C@@H]3CC2)(C)C(=O)O)C
• InChI: InChI=1S/C19H24O3/c1-12(20)13-5-7-15-14(11-13)6-8-16-18(15,2)9-4-10-19(16,3)17(21)22/h5,7,11,16H,4,6,8-10H2,1-3H3,(H,21,22)/t16-,18-,19-/m1/s1
• InChI Key: VUSNLFYUMKLEAV-BHIYHBOVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₃
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.17254462 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 200813-31-6
• HY-N1602
• AKOS032962554
• FS-8623
• CS-0017255
• 1-Phenanthrenecarboxylic acid, 7-acetyl-1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-, (1R,4aS,10aR)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.6903	69.03%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8180	81.80%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.8928	89.28%
OATP1B3 inhibitior	+	0.9086	90.86%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.7303	73.03%
P-glycoprotein inhibitior	-	0.8420	84.20%
P-glycoprotein substrate	-	0.7353	73.53%
CYP3A4 substrate	+	0.5669	56.69%
CYP2C9 substrate	-	0.6079	60.79%
CYP2D6 substrate	-	0.8688	86.88%
CYP3A4 inhibition	-	0.8715	87.15%
CYP2C9 inhibition	-	0.7080	70.80%
CYP2C19 inhibition	-	0.7723	77.23%
CYP2D6 inhibition	-	0.9322	93.22%
CYP1A2 inhibition	-	0.6518	65.18%
CYP2C8 inhibition	+	0.6251	62.51%
CYP inhibitory promiscuity	-	0.9488	94.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7811	78.11%
Carcinogenicity (trinary)	Non-required	0.6097	60.97%
Eye corrosion	-	0.9809	98.09%
Eye irritation	-	0.8791	87.91%
Skin irritation	-	0.6856	68.56%
Skin corrosion	-	0.9659	96.59%
Ames mutagenesis	-	0.8444	84.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.5342	53.42%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.6499	64.99%
skin sensitisation	-	0.7303	73.03%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8348	83.48%
Acute Oral Toxicity (c)	III	0.6280	62.80%
Estrogen receptor binding	-	0.5888	58.88%
Androgen receptor binding	-	0.5253	52.53%
Thyroid receptor binding	+	0.5430	54.30%
Glucocorticoid receptor binding	+	0.5555	55.55%
Aromatase binding	+	0.6138	61.38%
PPAR gamma	+	0.7344	73.44%
Honey bee toxicity	-	0.9380	93.80%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
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	96.54%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.59%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	89.85%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.74%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.40%	100.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.85%	93.99%
CHEMBL2581	P07339	Cathepsin D	85.19%	98.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.10%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.73%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.60%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.48%	95.56%
CHEMBL4208	P20618	Proteasome component C5	81.28%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.60%	90.71%

Plants that contains it

• Larix kaempferi

Cross-Links

• PubChem: 102004644
• LOTUS: LTS0232556
• wikiData: Q105297405