Enhygromic acid

Details

• Internal ID: 01db1b42-98f6-4611-8902-e8b69f377675
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids
• IUPAC Name: (E)-3-[(3aS,5R,5aR,8aR,8bS)-2,2,5-trimethyl-8-methylidene-3,3a,4,5,5a,6,7,8a-octahydro-1H-acenaphthylen-8b-yl]-2-methylprop-2-enoic acid
• SMILES (Canonical): CC1CCC2C(CC3C2(C1CCC3=C)C=C(C)C(=O)O)(C)C
• SMILES (Isomeric): C[C@@H]1CC[C@@H]2[C@]3([C@@H]1CCC(=C)[C@H]3CC2(C)C)/C=C(\C)/C(=O)O
• InChI: InChI=1S/C20H30O2/c1-12-7-9-17-19(4,5)11-16-13(2)6-8-15(12)20(16,17)10-14(3)18(21)22/h10,12,15-17H,2,6-9,11H2,1,3-5H3,(H,21,22)/b14-10+/t12-,15-,16-,17+,20+/m1/s1
• InChI Key: FPWHFMZLJGVPHS-KOBPUZOOSA-N
• Popularity: 1 reference 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: 5.50
• Atomic LogP (AlogP): 5.06
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9960	99.60%
Caco-2	+	0.8287	82.87%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Plasma membrane	0.3877	38.77%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8705	87.05%
OATP1B3 inhibitior	-	0.4149	41.49%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5500	55.00%
BSEP inhibitior	-	0.8412	84.12%
P-glycoprotein inhibitior	-	0.7542	75.42%
P-glycoprotein substrate	-	0.8438	84.38%
CYP3A4 substrate	+	0.6187	61.87%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.9075	90.75%
CYP3A4 inhibition	-	0.8451	84.51%
CYP2C9 inhibition	-	0.6165	61.65%
CYP2C19 inhibition	+	0.5965	59.65%
CYP2D6 inhibition	-	0.9029	90.29%
CYP1A2 inhibition	-	0.8726	87.26%
CYP2C8 inhibition	+	0.5431	54.31%
CYP inhibitory promiscuity	-	0.8819	88.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6202	62.02%
Eye corrosion	-	0.9777	97.77%
Eye irritation	-	0.5499	54.99%
Skin irritation	-	0.5389	53.89%
Skin corrosion	-	0.9804	98.04%
Ames mutagenesis	-	0.7528	75.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.3951	39.51%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	+	0.7110	71.10%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8569	85.69%
Acute Oral Toxicity (c)	III	0.8093	80.93%
Estrogen receptor binding	-	0.5726	57.26%
Androgen receptor binding	+	0.6839	68.39%
Thyroid receptor binding	+	0.5791	57.91%
Glucocorticoid receptor binding	+	0.6350	63.50%
Aromatase binding	+	0.5365	53.65%
PPAR gamma	-	0.5790	57.90%
Honey bee toxicity	-	0.8922	89.22%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
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	95.71%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	90.51%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.81%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.56%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.15%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	87.65%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.27%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.95%	92.94%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.88%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.39%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.70%	93.56%
CHEMBL1871	P10275	Androgen Receptor	80.62%	96.43%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.57%	96.61%

Plants that contains it

• Isotheciastrum subdiversiforme
• Mallotus nudiflorus

Cross-Links

• PubChem: 139590457
• LOTUS: LTS0272974
• wikiData: Q105107088