(2S)-2-[(1S,4S,4aS,6R,8aS)-4,6-dihydroxy-4,7-dimethyl-2,3,4a,5,6,8a-hexahydro-1H-naphthalen-1-yl]propanoic acid

Details

• Internal ID: 39741214-308e-42eb-8b7e-88ab806637ed
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (2S)-2-[(1S,4S,4aS,6R,8aS)-4,6-dihydroxy-4,7-dimethyl-2,3,4a,5,6,8a-hexahydro-1H-naphthalen-1-yl]propanoic acid
• SMILES (Canonical): CC1=CC2C(CCC(C2CC1O)(C)O)C(C)C(=O)O
• SMILES (Isomeric): CC1=C[C@@H]2[C@H](CC[C@]([C@H]2C[C@H]1O)(C)O)[C@H](C)C(=O)O
• InChI: InChI=1S/C15H24O4/c1-8-6-11-10(9(2)14(17)18)4-5-15(3,19)12(11)7-13(8)16/h6,9-13,16,19H,4-5,7H2,1-3H3,(H,17,18)/t9-,10+,11+,12-,13+,15-/m0/s1
• InChI Key: COAQKOGOEILNMA-RUMBQMOCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.81
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8139	81.39%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.9026	90.26%
OATP1B3 inhibitior	+	0.8271	82.71%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	-	0.8393	83.93%
P-glycoprotein inhibitior	-	0.9466	94.66%
P-glycoprotein substrate	-	0.7608	76.08%
CYP3A4 substrate	+	0.5713	57.13%
CYP2C9 substrate	+	0.5618	56.18%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.7732	77.32%
CYP2C9 inhibition	-	0.9472	94.72%
CYP2C19 inhibition	-	0.9520	95.20%
CYP2D6 inhibition	-	0.9540	95.40%
CYP1A2 inhibition	-	0.8878	88.78%
CYP2C8 inhibition	-	0.8903	89.03%
CYP inhibitory promiscuity	-	0.9494	94.94%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6336	63.36%
Eye corrosion	-	0.9958	99.58%
Eye irritation	-	0.9255	92.55%
Skin irritation	+	0.7183	71.83%
Skin corrosion	-	0.9631	96.31%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.7512	75.12%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6835	68.35%
skin sensitisation	+	0.4789	47.89%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7770	77.70%
Acute Oral Toxicity (c)	III	0.7762	77.62%
Estrogen receptor binding	-	0.5241	52.41%
Androgen receptor binding	-	0.5085	50.85%
Thyroid receptor binding	+	0.5892	58.92%
Glucocorticoid receptor binding	+	0.5770	57.70%
Aromatase binding	-	0.7820	78.20%
PPAR gamma	-	0.6205	62.05%
Honey bee toxicity	-	0.9136	91.36%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9944	99.44%

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	95.05%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.83%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.66%	97.25%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.09%	93.56%
CHEMBL221	P23219	Cyclooxygenase-1	86.00%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.17%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.99%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.85%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.27%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.06%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.53%	90.71%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.39%	93.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.19%	91.11%

Plants that contains it

• Chrysanthemum indicum

Cross-Links

• PubChem: 163195100
• LOTUS: LTS0256045
• wikiData: Q104966606