[2,3-dihydroxy-3,4a,8,8-tetramethyl-4-(3-methylpenta-2,4-dienyl)-2,4,5,6,7,8a-hexahydro-1H-naphthalen-1-yl] acetate

Details

• Internal ID: 64e2abcf-8c8c-44d0-b520-e9e00aff96d2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [2,3-dihydroxy-3,4a,8,8-tetramethyl-4-(3-methylpenta-2,4-dienyl)-2,4,5,6,7,8a-hexahydro-1H-naphthalen-1-yl] acetate
• SMILES (Canonical): CC(=CCC1C2(CCCC(C2C(C(C1(C)O)O)OC(=O)C)(C)C)C)C=C
• SMILES (Isomeric): CC(=CCC1C2(CCCC(C2C(C(C1(C)O)O)OC(=O)C)(C)C)C)C=C
• InChI: InChI=1S/C22H36O4/c1-8-14(2)10-11-16-21(6)13-9-12-20(4,5)18(21)17(26-15(3)23)19(24)22(16,7)25/h8,10,16-19,24-25H,1,9,11-13H2,2-7H3
• InChI Key: COFSRJDBTTZNBZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₄
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.26135963 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9767	97.67%
Caco-2	+	0.5400	54.00%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7961	79.61%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8407	84.07%
OATP1B3 inhibitior	-	0.3856	38.56%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.4873	48.73%
P-glycoprotein inhibitior	-	0.6893	68.93%
P-glycoprotein substrate	-	0.8164	81.64%
CYP3A4 substrate	+	0.6454	64.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8809	88.09%
CYP3A4 inhibition	-	0.7562	75.62%
CYP2C9 inhibition	-	0.6313	63.13%
CYP2C19 inhibition	-	0.6487	64.87%
CYP2D6 inhibition	-	0.9274	92.74%
CYP1A2 inhibition	-	0.7040	70.40%
CYP2C8 inhibition	-	0.7622	76.22%
CYP inhibitory promiscuity	-	0.8610	86.10%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Non-required	0.6787	67.87%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9626	96.26%
Skin irritation	-	0.5176	51.76%
Skin corrosion	-	0.9562	95.62%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3772	37.72%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5415	54.15%
skin sensitisation	-	0.6183	61.83%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5619	56.19%
Acute Oral Toxicity (c)	III	0.4987	49.87%
Estrogen receptor binding	+	0.7710	77.10%
Androgen receptor binding	-	0.5614	56.14%
Thyroid receptor binding	+	0.5656	56.56%
Glucocorticoid receptor binding	+	0.6549	65.49%
Aromatase binding	+	0.6180	61.80%
PPAR gamma	+	0.5696	56.96%
Honey bee toxicity	-	0.7672	76.72%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6655	66.55%
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	96.45%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.91%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.55%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.55%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.56%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	87.31%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	86.35%	94.75%
CHEMBL233	P35372	Mu opioid receptor	85.96%	97.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.91%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.95%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.76%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.24%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.21%	100.00%

Plants that contains it

• Croton glabellus
• Stevia rebaudiana

Cross-Links

• PubChem: 162873531
• LOTUS: LTS0166534
• wikiData: Q104966874