Anticopalic acid

Details

• Internal ID: 0b8d6af4-fb96-4df5-918a-9a9593fdc3f3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (E)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-3-methylpent-2-enoic acid
• SMILES (Canonical): CC(=CC(=O)O)CCC1C(=C)CCC2C1(CCCC2(C)C)C
• SMILES (Isomeric): C/C(=C\C(=O)O)/CC[C@H]1C(=C)CC[C@@H]2[C@@]1(CCCC2(C)C)C
• InChI: InChI=1S/C20H32O2/c1-14(13-18(21)22)7-9-16-15(2)8-10-17-19(3,4)11-6-12-20(16,17)5/h13,16-17H,2,6-12H2,1,3-5H3,(H,21,22)/b14-13+/t16-,17-,20+/m0/s1
• InChI Key: JFQBNOIJWROZGE-VQGREHCUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 6.30
• Atomic LogP (AlogP): 5.60
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• Copallic acid
• 2-Pentenoic acid, 5-(decahydro-5,5,8a-trimethyl-2-methylene-1-naphthalenyl)-3-methyl-, [1S-[1.alpha.(E),4a.beta.,8a.alpha.]]-
• 24470-48-2
• Labda-8(20),13-dien-15-oic acid, (E)-()-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.7440	74.40%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4311	43.11%
OATP2B1 inhibitior	-	0.8602	86.02%
OATP1B1 inhibitior	+	0.8174	81.74%
OATP1B3 inhibitior	-	0.4799	47.99%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.6299	62.99%
P-glycoprotein inhibitior	-	0.7103	71.03%
P-glycoprotein substrate	-	0.8662	86.62%
CYP3A4 substrate	+	0.6049	60.49%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.8583	85.83%
CYP2C9 inhibition	-	0.6527	65.27%
CYP2C19 inhibition	-	0.5526	55.26%
CYP2D6 inhibition	-	0.9376	93.76%
CYP1A2 inhibition	-	0.8462	84.62%
CYP2C8 inhibition	-	0.5609	56.09%
CYP inhibitory promiscuity	-	0.7217	72.17%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6771	67.71%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.5972	59.72%
Skin irritation	-	0.5271	52.71%
Skin corrosion	-	0.9796	97.96%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7883	78.83%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6923	69.23%
skin sensitisation	+	0.7336	73.36%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.6883	68.83%
Acute Oral Toxicity (c)	III	0.8045	80.45%
Estrogen receptor binding	+	0.6735	67.35%
Androgen receptor binding	+	0.6541	65.41%
Thyroid receptor binding	+	0.6473	64.73%
Glucocorticoid receptor binding	+	0.6502	65.02%
Aromatase binding	+	0.5521	55.21%
PPAR gamma	+	0.7543	75.43%
Honey bee toxicity	-	0.8943	89.43%
Biodegradation	-	0.7500	75.00%
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	95.76%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.76%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.59%	97.25%
CHEMBL2061	P19793	Retinoid X receptor alpha	86.91%	91.67%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.45%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.18%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.75%	94.45%
CHEMBL2581	P07339	Cathepsin D	84.64%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.22%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.97%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.94%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.27%	95.50%
CHEMBL233	P35372	Mu opioid receptor	80.56%	97.93%
CHEMBL340	P08684	Cytochrome P450 3A4	80.53%	91.19%
CHEMBL5255	O00206	Toll-like receptor 4	80.09%	92.50%

Plants that contains it

• Ammodendron karelinii
• Anacyclus pyrethrum
• Aster tataricus
• Brachylaena perrieri
• Buglossoides arvensis
• Crinum jagus
• Cuscuta australis
• Diplotropis ferruginea
• Elettaria cardamomum
• Eucalyptus viminalis
• Euphrasia regelii
• Hortonia angustifolia
• Julbernardia globiflora
• Laggera crispata
• Medicosma fareana
• Mentha longifolia subsp. longifolia
• Miliusa balansae
• Mimusops laurifolia
• Myrrhis odorata
• Othonna macrophylla
• Pentachondra pumila
• Phagnalon rupestre
• Phlomoides ostrowskiana
• Phlox paniculata
• Piliostigma thonningii
• Pimpinella peregrina
• Pinus monticola
• Salix petiolaris
• Salvia lanigera
• Salvia pisidica
• Scutellaria baicalensis
• Senecio erosus
• Solanum crinitum
• Tubocapsicum anomalum
• Uncaria longiflora
• Ursinia speciosa

Cross-Links

• PubChem: 11808890
• NPASS: NPC95676
• LOTUS: LTS0037778
• wikiData: Q105126832