5-(6-Acetyloxy-5-formyl-2,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)-3-methylpent-2-enoic acid

Details

• Internal ID: 986bfe21-5d46-485a-8214-4d5587aefb68
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5-(6-acetyloxy-5-formyl-2,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)-3-methylpent-2-enoic acid
• InChI: InChI=1S/C22H32O5/c1-14(12-20(25)26)6-8-17-15(2)7-9-18-21(17,4)11-10-19(27-16(3)24)22(18,5)13-23/h7,12-13,17-19H,6,8-11H2,1-5H3,(H,25,26)
• InChI Key: SQTSIZXKPVKBRG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₅
• Molecular Weight: 376.50 g/mol
• Exact Mass: 376.22497412 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9853	98.53%
Caco-2	+	0.5801	58.01%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7992	79.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8288	82.88%
OATP1B3 inhibitior	+	0.8032	80.32%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.8021	80.21%
BSEP inhibitior	+	0.8961	89.61%
P-glycoprotein inhibitior	+	0.6457	64.57%
P-glycoprotein substrate	-	0.7496	74.96%
CYP3A4 substrate	+	0.6594	65.94%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	-	0.9106	91.06%
CYP3A4 inhibition	-	0.7162	71.62%
CYP2C9 inhibition	-	0.9220	92.20%
CYP2C19 inhibition	-	0.9116	91.16%
CYP2D6 inhibition	-	0.9589	95.89%
CYP1A2 inhibition	-	0.6774	67.74%
CYP2C8 inhibition	+	0.4942	49.42%
CYP inhibitory promiscuity	-	0.8947	89.47%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.6355	63.55%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.8965	89.65%
Skin irritation	+	0.6603	66.03%
Skin corrosion	-	0.9646	96.46%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8805	88.05%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6869	68.69%
skin sensitisation	-	0.7646	76.46%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5984	59.84%
Acute Oral Toxicity (c)	III	0.6646	66.46%
Estrogen receptor binding	+	0.8980	89.80%
Androgen receptor binding	+	0.6478	64.78%
Thyroid receptor binding	+	0.6222	62.22%
Glucocorticoid receptor binding	+	0.8671	86.71%
Aromatase binding	+	0.5798	57.98%
PPAR gamma	+	0.7321	73.21%
Honey bee toxicity	-	0.8240	82.40%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9971	99.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.70%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.20%	91.11%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.19%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.44%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	90.00%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.55%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	85.34%	90.17%
CHEMBL2581	P07339	Cathepsin D	84.81%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.11%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.17%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.81%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.77%	94.08%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.71%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.37%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.95%	100.00%
CHEMBL5028	O14672	ADAM10	80.63%	97.50%

Plants that contains it

• Relhania fruticosa

Cross-Links

• PubChem: 163033583
• LOTUS: LTS0136737
• wikiData: Q105258572