Lanigerone

Details

• Internal ID: 21ec6f6e-1978-487d-a1d4-35da06caa4fd
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: 8-hydroxy-7-methyl-3-propan-2-ylnaphthalene-1,2-dione
• SMILES (Canonical): CC1=C(C2=C(C=C1)C=C(C(=O)C2=O)C(C)C)O
• SMILES (Isomeric): CC1=C(C2=C(C=C1)C=C(C(=O)C2=O)C(C)C)O
• InChI: InChI=1S/C14H14O3/c1-7(2)10-6-9-5-4-8(3)12(15)11(9)14(17)13(10)16/h4-7,15H,1-3H3
• InChI Key: YKJHQHHXPDQXMH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₄O₃
• Molecular Weight: 230.26 g/mol
• Exact Mass: 230.094294304 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7899	78.99%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8543	85.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9162	91.62%
OATP1B3 inhibitior	+	0.9293	92.93%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8398	83.98%
P-glycoprotein inhibitior	-	0.9234	92.34%
P-glycoprotein substrate	-	0.9159	91.59%
CYP3A4 substrate	-	0.5811	58.11%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8504	85.04%
CYP3A4 inhibition	-	0.8161	81.61%
CYP2C9 inhibition	+	0.8009	80.09%
CYP2C19 inhibition	+	0.5574	55.74%
CYP2D6 inhibition	-	0.8008	80.08%
CYP1A2 inhibition	+	0.9344	93.44%
CYP2C8 inhibition	-	0.9162	91.62%
CYP inhibitory promiscuity	+	0.6969	69.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9371	93.71%
Carcinogenicity (trinary)	Non-required	0.5475	54.75%
Eye corrosion	-	0.9809	98.09%
Eye irritation	+	0.5230	52.30%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9233	92.33%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7829	78.29%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.6854	68.54%
skin sensitisation	+	0.6452	64.52%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.6297	62.97%
Acute Oral Toxicity (c)	III	0.6166	61.66%
Estrogen receptor binding	+	0.6475	64.75%
Androgen receptor binding	+	0.5675	56.75%
Thyroid receptor binding	-	0.6115	61.15%
Glucocorticoid receptor binding	-	0.5175	51.75%
Aromatase binding	+	0.5927	59.27%
PPAR gamma	-	0.5154	51.54%
Honey bee toxicity	-	0.9644	96.44%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9937	99.37%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.42%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.95%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.86%	91.11%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.89%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	88.33%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.45%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.91%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.29%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.82%	93.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.90%	85.14%
CHEMBL3180	O00748	Carboxylesterase 2	80.12%	90.00%

Plants that contains it

• Salvia lanigera

Cross-Links

• PubChem: 91664792
• LOTUS: LTS0209572
• wikiData: Q105349718