(4aS,5S,8aR)-5-[(3R)-5-hydroxy-3-methylpentyl]-1,1,4a,6-tetramethyl-4,5,8,8a-tetrahydro-3H-naphthalen-2-one

Details

• Internal ID: 29e97950-045b-41c1-81b4-2a88e18e9e8b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4aS,5S,8aR)-5-[(3R)-5-hydroxy-3-methylpentyl]-1,1,4a,6-tetramethyl-4,5,8,8a-tetrahydro-3H-naphthalen-2-one
• SMILES (Canonical): CC1=CCC2C(C(=O)CCC2(C1CCC(C)CCO)C)(C)C
• SMILES (Isomeric): CC1=CC[C@@H]2[C@]([C@H]1CC[C@@H](C)CCO)(CCC(=O)C2(C)C)C
• InChI: InChI=1S/C20H34O2/c1-14(11-13-21)6-8-16-15(2)7-9-17-19(3,4)18(22)10-12-20(16,17)5/h7,14,16-17,21H,6,8-13H2,1-5H3/t14-,16+,17+,20+/m1/s1
• InChI Key: XAZCVYBQUAKENY-FKKBTLCVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.76
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.7710	77.10%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6770	67.70%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.9148	91.48%
OATP1B3 inhibitior	+	0.9533	95.33%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5936	59.36%
BSEP inhibitior	+	0.6649	66.49%
P-glycoprotein inhibitior	-	0.7148	71.48%
P-glycoprotein substrate	-	0.7400	74.00%
CYP3A4 substrate	+	0.5685	56.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8045	80.45%
CYP3A4 inhibition	-	0.8117	81.17%
CYP2C9 inhibition	-	0.8297	82.97%
CYP2C19 inhibition	-	0.7932	79.32%
CYP2D6 inhibition	-	0.9136	91.36%
CYP1A2 inhibition	-	0.8359	83.59%
CYP2C8 inhibition	-	0.8930	89.30%
CYP inhibitory promiscuity	-	0.8011	80.11%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6394	63.94%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9252	92.52%
Skin irritation	+	0.4907	49.07%
Skin corrosion	-	0.9738	97.38%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5286	52.86%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7098	70.98%
skin sensitisation	-	0.5391	53.91%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.6535	65.35%
Acute Oral Toxicity (c)	III	0.8953	89.53%
Estrogen receptor binding	+	0.6778	67.78%
Androgen receptor binding	-	0.5623	56.23%
Thyroid receptor binding	+	0.6477	64.77%
Glucocorticoid receptor binding	+	0.7276	72.76%
Aromatase binding	-	0.6573	65.73%
PPAR gamma	+	0.6778	67.78%
Honey bee toxicity	-	0.9058	90.58%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9648	96.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.58%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.25%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.41%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	88.99%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.38%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.86%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.83%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.34%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.13%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.46%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.26%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.48%	93.56%

Plants that contains it

• Stevia samaipatensis

Cross-Links

• PubChem: 162998371
• LOTUS: LTS0070430
• wikiData: Q105324244