(3R)-5-[(1R,2S,3S,4aS,8aR)-3-acetyloxy-6-hydroxy-1,2,4a,5-tetramethyl-7-oxo-3,4,8,8a-tetrahydro-2H-naphthalen-1-yl]-3-methylpentanoic acid

Details

• Internal ID: 8aaf63c9-0ae1-4ed9-8d01-5ffa048e0962
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (3R)-5-[(1R,2S,3S,4aS,8aR)-3-acetyloxy-6-hydroxy-1,2,4a,5-tetramethyl-7-oxo-3,4,8,8a-tetrahydro-2H-naphthalen-1-yl]-3-methylpentanoic acid
• InChI: InChI=1S/C22H34O6/c1-12(9-19(25)26)7-8-21(5)13(2)17(28-15(4)23)11-22(6)14(3)20(27)16(24)10-18(21)22/h12-13,17-18,27H,7-11H2,1-6H3,(H,25,26)/t12-,13-,17+,18-,21+,22-/m1/s1
• InChI Key: LJQHKOKKBQLTOA-GJJPQWRWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₆
• Molecular Weight: 394.50 g/mol
• Exact Mass: 394.23553880 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.28
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9845	98.45%
Caco-2	+	0.5941	59.41%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8482	84.82%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8971	89.71%
OATP1B3 inhibitior	+	0.8103	81.03%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.7021	70.21%
BSEP inhibitior	+	0.6896	68.96%
P-glycoprotein inhibitior	+	0.5801	58.01%
P-glycoprotein substrate	-	0.5577	55.77%
CYP3A4 substrate	+	0.6379	63.79%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.9055	90.55%
CYP3A4 inhibition	-	0.6691	66.91%
CYP2C9 inhibition	-	0.9272	92.72%
CYP2C19 inhibition	-	0.8931	89.31%
CYP2D6 inhibition	-	0.9392	93.92%
CYP1A2 inhibition	-	0.9115	91.15%
CYP2C8 inhibition	-	0.8756	87.56%
CYP inhibitory promiscuity	-	0.9210	92.10%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9843	98.43%
Carcinogenicity (trinary)	Non-required	0.7118	71.18%
Eye corrosion	-	0.9950	99.50%
Eye irritation	-	0.8775	87.75%
Skin irritation	+	0.6661	66.61%
Skin corrosion	-	0.9644	96.44%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7239	72.39%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7490	74.90%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4931	49.31%
Acute Oral Toxicity (c)	III	0.4737	47.37%
Estrogen receptor binding	+	0.8158	81.58%
Androgen receptor binding	-	0.4893	48.93%
Thyroid receptor binding	+	0.6060	60.60%
Glucocorticoid receptor binding	+	0.8314	83.14%
Aromatase binding	+	0.6800	68.00%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.6921	69.21%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9955	99.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.54%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.97%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.82%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.32%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.25%	96.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.50%	96.47%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.13%	93.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.30%	94.08%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.63%	99.15%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.30%	95.89%
CHEMBL236	P41143	Delta opioid receptor	81.32%	99.35%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.20%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.63%	86.33%

Plants that contains it

• Oedera genistifolia

Cross-Links

• PubChem: 162953810
• LOTUS: LTS0118477
• wikiData: Q105152718