5-(3-hydroxy-1,2,4a,5-tetramethyl-7-oxo-3,4,8,8a-tetrahydro-2H-naphthalen-1-yl)-3-methylpentanoic acid

Details

• Internal ID: fdbe97be-57cc-40e1-8b6a-7ffd89090493
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: 5-(3-hydroxy-1,2,4a,5-tetramethyl-7-oxo-3,4,8,8a-tetrahydro-2H-naphthalen-1-yl)-3-methylpentanoic acid
• SMILES (Canonical): CC1C(CC2(C(C1(C)CCC(C)CC(=O)O)CC(=O)C=C2C)C)O
• SMILES (Isomeric): CC1C(CC2(C(C1(C)CCC(C)CC(=O)O)CC(=O)C=C2C)C)O
• InChI: InChI=1S/C20H32O4/c1-12(8-18(23)24)6-7-19(4)14(3)16(22)11-20(5)13(2)9-15(21)10-17(19)20/h9,12,14,16-17,22H,6-8,10-11H2,1-5H3,(H,23,24)
• InChI Key: DROWFFWPWNOZDP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₄
• Molecular Weight: 336.50 g/mol
• Exact Mass: 336.23005950 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.83
• H-Bond Acceptor: 3
• 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	+	0.9837	98.37%
Caco-2	+	0.6132	61.32%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8082	80.82%
OATP2B1 inhibitior	-	0.8693	86.93%
OATP1B1 inhibitior	+	0.8912	89.12%
OATP1B3 inhibitior	+	0.8866	88.66%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7021	70.21%
BSEP inhibitior	-	0.5749	57.49%
P-glycoprotein inhibitior	-	0.6765	67.65%
P-glycoprotein substrate	-	0.5822	58.22%
CYP3A4 substrate	+	0.5946	59.46%
CYP2C9 substrate	-	0.7735	77.35%
CYP2D6 substrate	-	0.9031	90.31%
CYP3A4 inhibition	-	0.6393	63.93%
CYP2C9 inhibition	-	0.9663	96.63%
CYP2C19 inhibition	-	0.9724	97.24%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.9268	92.68%
CYP2C8 inhibition	-	0.9277	92.77%
CYP inhibitory promiscuity	-	0.9236	92.36%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7033	70.33%
Eye corrosion	-	0.9961	99.61%
Eye irritation	-	0.9549	95.49%
Skin irritation	+	0.7299	72.99%
Skin corrosion	-	0.9612	96.12%
Ames mutagenesis	-	0.7932	79.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.5302	53.02%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5601	56.01%
skin sensitisation	-	0.6242	62.42%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6139	61.39%
Acute Oral Toxicity (c)	III	0.8438	84.38%
Estrogen receptor binding	+	0.7352	73.52%
Androgen receptor binding	+	0.6387	63.87%
Thyroid receptor binding	+	0.6824	68.24%
Glucocorticoid receptor binding	+	0.8088	80.88%
Aromatase binding	+	0.8156	81.56%
PPAR gamma	-	0.6011	60.11%
Honey bee toxicity	-	0.8656	86.56%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9957	99.57%

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	96.95%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.09%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	95.67%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.28%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.94%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.17%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.44%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.04%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.00%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.10%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.37%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.33%	97.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.19%	94.62%

Plants that contains it

• Nuxia sphaerocephala

Cross-Links

• PubChem: 72996553
• LOTUS: LTS0024055
• wikiData: Q104987556