2-(1,8-Dihydroxy-4a,8-dimethyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl)prop-2-enoic acid

Details

• Internal ID: 4c0ebb8f-147f-4643-bc01-d76c2e54ed1e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-(1,8-dihydroxy-4a,8-dimethyl-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl)prop-2-enoic acid
• SMILES (Canonical): CC12CCCC(C1C(C(CC2)C(=C)C(=O)O)O)(C)O
• SMILES (Isomeric): CC12CCCC(C1C(C(CC2)C(=C)C(=O)O)O)(C)O
• InChI: InChI=1S/C15H24O4/c1-9(13(17)18)10-5-8-14(2)6-4-7-15(3,19)12(14)11(10)16/h10-12,16,19H,1,4-8H2,2-3H3,(H,17,18)
• InChI Key: HNUWMSRPWULZEZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9816	98.16%
Caco-2	+	0.5497	54.97%
Blood Brain Barrier	-	0.5723	57.23%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7161	71.61%
OATP2B1 inhibitior	-	0.8540	85.40%
OATP1B1 inhibitior	+	0.9459	94.59%
OATP1B3 inhibitior	-	0.3142	31.42%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6827	68.27%
BSEP inhibitior	-	0.9518	95.18%
P-glycoprotein inhibitior	-	0.9243	92.43%
P-glycoprotein substrate	-	0.9095	90.95%
CYP3A4 substrate	+	0.5622	56.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8918	89.18%
CYP3A4 inhibition	-	0.7476	74.76%
CYP2C9 inhibition	-	0.8825	88.25%
CYP2C19 inhibition	-	0.9094	90.94%
CYP2D6 inhibition	-	0.9455	94.55%
CYP1A2 inhibition	-	0.8527	85.27%
CYP2C8 inhibition	-	0.8442	84.42%
CYP inhibitory promiscuity	-	0.9452	94.52%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6125	61.25%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.7999	79.99%
Skin irritation	+	0.5977	59.77%
Skin corrosion	-	0.9329	93.29%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6959	69.59%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.5757	57.57%
skin sensitisation	-	0.6401	64.01%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4675	46.75%
Acute Oral Toxicity (c)	I	0.6137	61.37%
Estrogen receptor binding	+	0.8089	80.89%
Androgen receptor binding	-	0.5325	53.25%
Thyroid receptor binding	+	0.5343	53.43%
Glucocorticoid receptor binding	+	0.7042	70.42%
Aromatase binding	+	0.5656	56.56%
PPAR gamma	+	0.6350	63.50%
Honey bee toxicity	-	0.9342	93.42%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9961	99.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.82%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.79%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	85.96%	90.17%
CHEMBL2581	P07339	Cathepsin D	83.81%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.61%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.22%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	82.41%	91.19%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.93%	93.03%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.56%	93.04%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.45%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.93%	100.00%

Plants that contains it

• Artemisia arbuscula

Cross-Links

• PubChem: 14137519
• LOTUS: LTS0256930
• wikiData: Q105031081