Laricinolic acid

Details

• Internal ID: d6078472-2d19-4bef-b3de-3268dac1f5db
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: (1R,3S,4aS,8aS)-3-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalene-1-carboxylic acid
• SMILES (Canonical): CC1(CCCC2(C1CC(C(=C)C2C(=O)O)O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1C[C@@H](C(=C)[C@@H]2C(=O)O)O)(C)C
• InChI: InChI=1S/C15H24O3/c1-9-10(16)8-11-14(2,3)6-5-7-15(11,4)12(9)13(17)18/h10-12,16H,1,5-8H2,2-4H3,(H,17,18)/t10-,11-,12+,15-/m0/s1
• InChI Key: HHNLQWOVCRXGMP-OHTBPHCPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• (1R,3S,4aS,8aS)-3-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalene-1-carboxylic acid
• Laricinolate
• RefChem:152376
• (1R,3S,4AS,8as)-3-hydroxy-5,5,8a-trimethyl-2-methylidene-decahydronaphthalene-1-carboxylate
• SCHEMBL29453471
• SCHEMBL29453474
• CHEBI:207783

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.5373	53.73%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7695	76.95%
OATP2B1 inhibitior	-	0.8492	84.92%
OATP1B1 inhibitior	+	0.9045	90.45%
OATP1B3 inhibitior	+	0.8247	82.47%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	-	0.9535	95.35%
P-glycoprotein inhibitior	-	0.9459	94.59%
P-glycoprotein substrate	-	0.9421	94.21%
CYP3A4 substrate	+	0.5524	55.24%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.7401	74.01%
CYP2C9 inhibition	-	0.9076	90.76%
CYP2C19 inhibition	-	0.8671	86.71%
CYP2D6 inhibition	-	0.9444	94.44%
CYP1A2 inhibition	-	0.8741	87.41%
CYP2C8 inhibition	-	0.7846	78.46%
CYP inhibitory promiscuity	-	0.9027	90.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6348	63.48%
Eye corrosion	-	0.9941	99.41%
Eye irritation	+	0.5623	56.23%
Skin irritation	+	0.6582	65.82%
Skin corrosion	-	0.9604	96.04%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7000	70.00%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5541	55.41%
skin sensitisation	+	0.6020	60.20%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.5637	56.37%
Acute Oral Toxicity (c)	III	0.7634	76.34%
Estrogen receptor binding	+	0.5604	56.04%
Androgen receptor binding	+	0.5409	54.09%
Thyroid receptor binding	-	0.6104	61.04%
Glucocorticoid receptor binding	-	0.5256	52.56%
Aromatase binding	-	0.7198	71.98%
PPAR gamma	-	0.6353	63.53%
Honey bee toxicity	-	0.9319	93.19%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9972	99.72%

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	90.06%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.42%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	87.62%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.75%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.36%	99.23%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.57%	95.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.55%	82.69%
CHEMBL1951	P21397	Monoamine oxidase A	81.45%	91.49%
CHEMBL2581	P07339	Cathepsin D	81.38%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10514980
• LOTUS: LTS0013601
• wikiData: Q104400353