Dehydroabietic acid

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	1628acab-804a-4241-b16e-9976f32f3801
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name	(1R,4aS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylic acid
SMILES (Canonical)	CC(C)C1=CC2=C(C=C1)C3(CCCC(C3CC2)(C)C(=O)O)C
SMILES (Isomeric)	CC(C)C1=CC2=C(C=C1)[C@]3(CCC[C@@]([C@@H]3CC2)(C)C(=O)O)C
InChI	InChI=1S/C20H28O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h6,8,12-13,17H,5,7,9-11H2,1-4H3,(H,21,22)/t17-,19-,20-/m1/s1
InChI Key	NFWKVWVWBFBAOV-MISYRCLQSA-N
Popularity	855 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₀H₂₈O₂
Molecular Weight	300.40 g/mol
Exact Mass	300.208930132 g/mol
Topological Polar Surface Area (TPSA)	37.30 Å²
XlogP	5.60
Atomic LogP (AlogP)	4.90
H-Bond Acceptor	1
H-Bond Donor	1
Rotatable Bonds	2

Synonyms

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1740-19-8

Abieta-8,11,13-trien-18-oic acid

Abietic acid, dehydro-

(-)-Dehydroabietic acid

1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R,4aS,10aR)-

(+)-Dehydroabietic acid

13-Isopropylpodocarpa-8,11,13-trien-15-oic acid

CHEBI:29571

0S5XP6S3AU

Podocarpa-8,11,13-trien-15-oic acid, 13-isopropyl-

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9974	99.74%
Caco-2	+	0.8110	81.10%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6168	61.68%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8991	89.91%
OATP1B3 inhibitior	+	0.8518	85.18%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7895	78.95%
P-glycoprotein inhibitior	-	0.8317	83.17%
P-glycoprotein substrate	-	0.6894	68.94%
CYP3A4 substrate	+	0.5474	54.74%
CYP2C9 substrate	-	0.5630	56.30%
CYP2D6 substrate	-	0.8425	84.25%
CYP3A4 inhibition	-	0.9308	93.08%
CYP2C9 inhibition	-	0.6708	67.08%
CYP2C19 inhibition	+	0.5086	50.86%
CYP2D6 inhibition	-	0.8989	89.89%
CYP1A2 inhibition	-	0.6448	64.48%
CYP2C8 inhibition	-	0.7410	74.10%
CYP inhibitory promiscuity	-	0.9408	94.08%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7611	76.11%
Carcinogenicity (trinary)	Non-required	0.6380	63.80%
Eye corrosion	-	0.9659	96.59%
Eye irritation	-	0.8837	88.37%
Skin irritation	-	0.7310	73.10%
Skin corrosion	-	0.9760	97.60%
Ames mutagenesis	-	0.8444	84.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.4437	44.37%
Micronuclear	-	0.9841	98.41%
Hepatotoxicity	-	0.6749	67.49%
skin sensitisation	-	0.6804	68.04%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.7500	75.00%
Nephrotoxicity	-	0.8954	89.54%
Acute Oral Toxicity (c)	III	0.7869	78.69%
Estrogen receptor binding	-	0.4744	47.44%
Androgen receptor binding	+	0.5208	52.08%
Thyroid receptor binding	+	0.6653	66.53%
Glucocorticoid receptor binding	-	0.5074	50.74%
Aromatase binding	+	0.5438	54.38%
PPAR gamma	+	0.8090	80.90%
Honey bee toxicity	-	0.8972	89.72%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL5575	Q15046	Lysyl-tRNA synthetase	27.7 nM	IC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.18%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.01%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.17%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.18%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.57%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.15%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	85.33%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.91%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	84.85%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.98%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.92%	93.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.23%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.47%	100.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.25%	90.24%
CHEMBL4208	P20618	Proteasome component C5	80.14%	90.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Abies forrestii var. georgei

Astragalus glycyphyllos

Athrixia elata

Balanops australiana