4-Epiabietic acid

Details

• Internal ID: 53789b40-2f50-449b-b534-f4796d048e90
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S,4aR,4bR,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid
• SMILES (Canonical): CC(C)C1=CC2=CCC3C(C2CC1)(CCCC3(C)C(=O)O)C
• SMILES (Isomeric): CC(C)C1=CC2=CC[C@@H]3[C@@]([C@H]2CC1)(CCC[C@]3(C)C(=O)O)C
• InChI: InChI=1S/C20H30O2/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/h7,12-13,16-17H,5-6,8-11H2,1-4H3,(H,21,22)/t16-,17+,19+,20-/m0/s1
• InChI Key: RSWGJHLUYNHPMX-CUDHKJQZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.21
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 24563-90-4

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.8501	85.01%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5180	51.80%
OATP2B1 inhibitior	-	0.8634	86.34%
OATP1B1 inhibitior	-	0.7737	77.37%
OATP1B3 inhibitior	-	0.5698	56.98%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	+	0.7884	78.84%
P-glycoprotein inhibitior	-	0.8263	82.63%
P-glycoprotein substrate	-	0.8345	83.45%
CYP3A4 substrate	+	0.5889	58.89%
CYP2C9 substrate	-	0.6168	61.68%
CYP2D6 substrate	-	0.8908	89.08%
CYP3A4 inhibition	-	0.9288	92.88%
CYP2C9 inhibition	+	0.8611	86.11%
CYP2C19 inhibition	+	0.8347	83.47%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	-	0.8620	86.20%
CYP2C8 inhibition	-	0.7966	79.66%
CYP inhibitory promiscuity	-	0.8602	86.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6088	60.88%
Eye corrosion	-	0.9780	97.80%
Eye irritation	-	0.6445	64.45%
Skin irritation	-	0.6792	67.92%
Skin corrosion	-	0.9810	98.10%
Ames mutagenesis	-	0.9754	97.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4477	44.77%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5551	55.51%
skin sensitisation	+	0.7847	78.47%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7125	71.25%
Acute Oral Toxicity (c)	III	0.6392	63.92%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.4911	49.11%
Thyroid receptor binding	+	0.6946	69.46%
Glucocorticoid receptor binding	+	0.7476	74.76%
Aromatase binding	-	0.7430	74.30%
PPAR gamma	+	0.8707	87.07%
Honey bee toxicity	-	0.9235	92.35%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	94.89%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.29%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.10%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.63%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.40%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.46%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.75%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.37%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.51%	93.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.16%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	81.65%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.80%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.68%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.59%	99.23%

Plants that contains it

• Aglaia meridionalis
• Allium ursinum
• Ammi majus
• Arcangelisia gusanlung
• Artemisia schmidtiana
• Brickellia pendula
• Citrus deliciosa
• Cladanthus scariosus
• Cleidion brevipetiolatum
• Copaifera paupera
• Crotalaria spectabilis
• Endosamara racemosa
• Entandrophragma cylindricum
• Escallonia virgata
• Ficus maxima
• Gleichenia polypodioides
• Hesperocyparis nevadensis
• Jacobaea erratica
• Juniperus chinensis
• Juniperus excelsa
• Juniperus phoenicea
• Juniperus sabina
• Juniperus thurifera
• Lathyrus linifolius
• Leptospermum scoparium
• Magnolia acuminata
• Mikania banisteriae
• Onoclea struthiopteris
• Ophioglossum vulgatum
• Plectranthus amboinicus
• Plumbago europaea
• Reissantia indica
• Rhodanthe stricta
• Simmondsia chinensis
• Solidago nemoralis
• Tabebuia rosea
• Tanacetum santolina
• Timonius kaniensis

Cross-Links

• PubChem: 6973653
• NPASS: NPC285390
• LOTUS: LTS0014114
• wikiData: Q104253217