12alpha-Hydroxy-8,15-isopimaradien-18-oic acid

Details

• Internal ID: 51c5e26f-a27d-469c-a2af-391985fc33df
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4aS,6S,7S,10aR)-7-ethenyl-6-hydroxy-1,4a,7-trimethyl-3,4,5,6,8,9,10,10a-octahydro-2H-phenanthrene-1-carboxylic acid
• SMILES (Canonical): CC12CCCC(C1CCC3=C2CC(C(C3)(C)C=C)O)(C)C(=O)O
• SMILES (Isomeric): C[C@]12CCC[C@@]([C@@H]1CCC3=C2C[C@@H]([C@](C3)(C)C=C)O)(C)C(=O)O
• InChI: InChI=1S/C20H30O3/c1-5-18(2)12-13-7-8-15-19(3,14(13)11-16(18)21)9-6-10-20(15,4)17(22)23/h5,15-16,21H,1,6-12H2,2-4H3,(H,22,23)/t15-,16+,18-,19-,20-/m1/s1
• InChI Key: YMYLSONMRJEVBJ-QQXMDYFESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL1689207
• 12alpha-hydroxy-8,15-isopimaradien-18-oic acid
• Q27138307

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.7228	72.28%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8065	80.65%
OATP2B1 inhibitior	-	0.8613	86.13%
OATP1B1 inhibitior	+	0.8657	86.57%
OATP1B3 inhibitior	+	0.8940	89.40%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	-	0.4692	46.92%
P-glycoprotein inhibitior	-	0.8364	83.64%
P-glycoprotein substrate	-	0.8372	83.72%
CYP3A4 substrate	+	0.6284	62.84%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.7747	77.47%
CYP2C9 inhibition	-	0.8891	88.91%
CYP2C19 inhibition	-	0.8814	88.14%
CYP2D6 inhibition	-	0.9471	94.71%
CYP1A2 inhibition	-	0.8831	88.31%
CYP2C8 inhibition	-	0.6043	60.43%
CYP inhibitory promiscuity	-	0.9368	93.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5759	57.59%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.8368	83.68%
Skin irritation	+	0.6495	64.95%
Skin corrosion	-	0.9535	95.35%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6631	66.31%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5706	57.06%
skin sensitisation	-	0.5574	55.74%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5408	54.08%
Acute Oral Toxicity (c)	III	0.7906	79.06%
Estrogen receptor binding	+	0.6206	62.06%
Androgen receptor binding	+	0.5668	56.68%
Thyroid receptor binding	+	0.6952	69.52%
Glucocorticoid receptor binding	+	0.7371	73.71%
Aromatase binding	+	0.7029	70.29%
PPAR gamma	-	0.5441	54.41%
Honey bee toxicity	-	0.8843	88.43%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9970	99.70%

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	91.79%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.89%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.48%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	88.97%	91.19%
CHEMBL1902	P62942	FK506-binding protein 1A	88.91%	97.05%
CHEMBL2581	P07339	Cathepsin D	87.48%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.37%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.83%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.02%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.32%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.77%	100.00%

Plants that contains it

• Metasequoia glyptostroboides

Cross-Links

• PubChem: 51040469
• NPASS: NPC73882
• LOTUS: LTS0165879
• wikiData: Q27138307