(1R,4aR,5S,8aS)-5-[(Z)-4-carboxy-3-methylbut-3-enyl]-1,4a,6-trimethyl-2,3,4,5,8,8a-hexahydronaphthalene-1-carboxylic acid

Details

• Internal ID: dd848093-ac4e-438a-b081-0b535317c563
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4aR,5S,8aS)-5-[(Z)-4-carboxy-3-methylbut-3-enyl]-1,4a,6-trimethyl-2,3,4,5,8,8a-hexahydronaphthalene-1-carboxylic acid
• InChI: InChI=1S/C20H30O4/c1-13(12-17(21)22)6-8-15-14(2)7-9-16-19(15,3)10-5-11-20(16,4)18(23)24/h7,12,15-16H,5-6,8-11H2,1-4H3,(H,21,22)(H,23,24)/b13-12-/t15-,16-,19+,20+/m0/s1
• InChI Key: UVDGMDXWVQHKDO-SGPNTULSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.66
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9805	98.05%
Caco-2	+	0.6861	68.61%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7474	74.74%
OATP2B1 inhibitior	-	0.8699	86.99%
OATP1B1 inhibitior	+	0.7330	73.30%
OATP1B3 inhibitior	-	0.3313	33.13%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6771	67.71%
BSEP inhibitior	+	0.8209	82.09%
P-glycoprotein inhibitior	-	0.7502	75.02%
P-glycoprotein substrate	-	0.7762	77.62%
CYP3A4 substrate	+	0.5989	59.89%
CYP2C9 substrate	-	0.7829	78.29%
CYP2D6 substrate	-	0.9180	91.80%
CYP3A4 inhibition	-	0.8096	80.96%
CYP2C9 inhibition	-	0.9115	91.15%
CYP2C19 inhibition	-	0.9230	92.30%
CYP2D6 inhibition	-	0.9411	94.11%
CYP1A2 inhibition	-	0.8703	87.03%
CYP2C8 inhibition	-	0.6272	62.72%
CYP inhibitory promiscuity	-	0.8236	82.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6805	68.05%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8208	82.08%
Skin irritation	-	0.6285	62.85%
Skin corrosion	-	0.9795	97.95%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6919	69.19%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.6659	66.59%
skin sensitisation	+	0.8083	80.83%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.6855	68.55%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6627	66.27%
Acute Oral Toxicity (c)	III	0.6484	64.84%
Estrogen receptor binding	+	0.7232	72.32%
Androgen receptor binding	+	0.5678	56.78%
Thyroid receptor binding	+	0.5917	59.17%
Glucocorticoid receptor binding	+	0.7421	74.21%
Aromatase binding	+	0.5951	59.51%
PPAR gamma	+	0.6645	66.45%
Honey bee toxicity	-	0.9192	91.92%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
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	94.45%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.06%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.00%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.86%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.49%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.35%	97.25%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.31%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.12%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.52%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.02%	90.17%

Plants that contains it

• Baccharis tucumanensis

Cross-Links

• PubChem: 162909104
• LOTUS: LTS0228400
• wikiData: Q105279762