(3R)-5-[(1S,2R,4aR,8aR)-5-(acetyloxymethyl)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpentanoic acid

Details

• Internal ID: ad779a0f-eff0-4023-94a8-98faaf68cf79
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (3R)-5-[(1S,2R,4aR,8aR)-5-(acetyloxymethyl)-1,2,4a-trimethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]-3-methylpentanoic acid
• InChI: InChI=1S/C22H36O4/c1-15(13-20(24)25)9-11-21(4)16(2)10-12-22(5)18(14-26-17(3)23)7-6-8-19(21)22/h7,15-16,19H,6,8-14H2,1-5H3,(H,24,25)/t15-,16-,19-,21+,22+/m1/s1
• InChI Key: QSEIUMVWJJWZJP-UBPXTSFGSA-N
• Popularity: 2 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): 63.60 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 5.22
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9847	98.47%
Caco-2	+	0.6149	61.49%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8091	80.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9178	91.78%
OATP1B3 inhibitior	+	0.9078	90.78%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5771	57.71%
BSEP inhibitior	+	0.9082	90.82%
P-glycoprotein inhibitior	-	0.4828	48.28%
P-glycoprotein substrate	-	0.7698	76.98%
CYP3A4 substrate	+	0.6129	61.29%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8818	88.18%
CYP3A4 inhibition	-	0.6715	67.15%
CYP2C9 inhibition	-	0.8735	87.35%
CYP2C19 inhibition	-	0.9060	90.60%
CYP2D6 inhibition	-	0.9145	91.45%
CYP1A2 inhibition	-	0.8284	82.84%
CYP2C8 inhibition	-	0.6827	68.27%
CYP inhibitory promiscuity	-	0.7846	78.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6646	66.46%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8675	86.75%
Skin irritation	-	0.5316	53.16%
Skin corrosion	-	0.9793	97.93%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7118	71.18%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.5166	51.66%
skin sensitisation	-	0.6523	65.23%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7521	75.21%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.5140	51.40%
Acute Oral Toxicity (c)	III	0.7570	75.70%
Estrogen receptor binding	+	0.8212	82.12%
Androgen receptor binding	+	0.5482	54.82%
Thyroid receptor binding	+	0.7095	70.95%
Glucocorticoid receptor binding	+	0.8512	85.12%
Aromatase binding	+	0.8164	81.64%
PPAR gamma	+	0.5918	59.18%
Honey bee toxicity	-	0.7858	78.58%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6305	63.05%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.25%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.67%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.24%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.12%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.05%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.36%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.60%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	86.11%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	86.09%	94.62%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.05%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.07%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.20%	100.00%

Plants that contains it

• Oedera genistifolia

Cross-Links

• PubChem: 25765533
• LOTUS: LTS0069272
• wikiData: Q105226900