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

Details

• Internal ID: c3479d10-e5bf-464a-8caf-6038092de4a4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (3R)-5-[(1R,4aS,8aS)-2,5,5,8a-tetramethyl-6-oxo-4,4a,7,8-tetrahydro-1H-naphthalen-1-yl]-3-methylpentanoic acid
• SMILES (Canonical): CC1=CCC2C(C(=O)CCC2(C1CCC(C)CC(=O)O)C)(C)C
• SMILES (Isomeric): CC1=CC[C@H]2[C@]([C@@H]1CC[C@@H](C)CC(=O)O)(CCC(=O)C2(C)C)C
• InChI: InChI=1S/C20H32O3/c1-13(12-18(22)23)6-8-15-14(2)7-9-16-19(3,4)17(21)10-11-20(15,16)5/h7,13,15-16H,6,8-12H2,1-5H3,(H,22,23)/t13-,15-,16-,20+/m1/s1
• InChI Key: LGOBAIBEBCMDCC-CQNRTFJUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.86
• 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	+	0.9946	99.46%
Caco-2	+	0.6873	68.73%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8423	84.23%
OATP2B1 inhibitior	-	0.8651	86.51%
OATP1B1 inhibitior	+	0.9107	91.07%
OATP1B3 inhibitior	+	0.9338	93.38%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6647	66.47%
P-glycoprotein inhibitior	-	0.6699	66.99%
P-glycoprotein substrate	-	0.7829	78.29%
CYP3A4 substrate	+	0.5787	57.87%
CYP2C9 substrate	-	0.6106	61.06%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.7069	70.69%
CYP2C9 inhibition	-	0.9072	90.72%
CYP2C19 inhibition	-	0.8970	89.70%
CYP2D6 inhibition	-	0.9462	94.62%
CYP1A2 inhibition	-	0.9483	94.83%
CYP2C8 inhibition	-	0.8780	87.80%
CYP inhibitory promiscuity	-	0.8941	89.41%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6735	67.35%
Eye corrosion	-	0.9954	99.54%
Eye irritation	-	0.8658	86.58%
Skin irritation	+	0.6709	67.09%
Skin corrosion	-	0.9596	95.96%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4816	48.16%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	+	0.5590	55.90%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6533	65.33%
Acute Oral Toxicity (c)	III	0.8727	87.27%
Estrogen receptor binding	-	0.4904	49.04%
Androgen receptor binding	-	0.5189	51.89%
Thyroid receptor binding	+	0.6372	63.72%
Glucocorticoid receptor binding	+	0.7037	70.37%
Aromatase binding	-	0.6142	61.42%
PPAR gamma	+	0.6297	62.97%
Honey bee toxicity	-	0.9127	91.27%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9960	99.60%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.84%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	94.14%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.06%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.55%	90.71%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.07%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.40%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.46%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.93%	95.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.72%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.30%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.76%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.85%	96.47%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.49%	99.15%

Plants that contains it

• Stevia seleriana

Cross-Links

• PubChem: 162901801
• LOTUS: LTS0107114
• wikiData: Q105151481