Isoplumbagolone

Details

• Internal ID: 3774fa8b-b525-4d1c-8e36-c422f6dd5b75
• Taxonomy: Benzenoids > Tetralins
• IUPAC Name: (2S,4S)-4,8-dihydroxy-2-methyl-3,4-dihydro-2H-naphthalen-1-one
• SMILES (Canonical): CC1CC(C2=C(C1=O)C(=CC=C2)O)O
• SMILES (Isomeric): C[C@H]1C[C@@H](C2=C(C1=O)C(=CC=C2)O)O
• InChI: InChI=1S/C11H12O3/c1-6-5-9(13)7-3-2-4-8(12)10(7)11(6)14/h2-4,6,9,12-13H,5H2,1H3/t6-,9-/m0/s1
• InChI Key: LTCYDYCPYAZYFF-RCOVLWMOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21 g/mol
• Exact Mass: 192.078644241 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.65
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL1095679

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.4919	49.19%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8043	80.43%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9479	94.79%
OATP1B3 inhibitior	+	0.9784	97.84%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9464	94.64%
P-glycoprotein inhibitior	-	0.9799	97.99%
P-glycoprotein substrate	-	0.8306	83.06%
CYP3A4 substrate	+	0.5122	51.22%
CYP2C9 substrate	-	0.5775	57.75%
CYP2D6 substrate	-	0.8014	80.14%
CYP3A4 inhibition	-	0.8952	89.52%
CYP2C9 inhibition	-	0.6120	61.20%
CYP2C19 inhibition	+	0.5149	51.49%
CYP2D6 inhibition	-	0.8444	84.44%
CYP1A2 inhibition	+	0.9297	92.97%
CYP2C8 inhibition	-	0.9523	95.23%
CYP inhibitory promiscuity	-	0.7592	75.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8035	80.35%
Carcinogenicity (trinary)	Non-required	0.4660	46.60%
Eye corrosion	-	0.9603	96.03%
Eye irritation	-	0.5178	51.78%
Skin irritation	+	0.7105	71.05%
Skin corrosion	-	0.9005	90.05%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8289	82.89%
Micronuclear	-	0.5141	51.41%
Hepatotoxicity	+	0.8033	80.33%
skin sensitisation	+	0.6019	60.19%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5889	58.89%
Acute Oral Toxicity (c)	III	0.6495	64.95%
Estrogen receptor binding	-	0.7393	73.93%
Androgen receptor binding	-	0.5964	59.64%
Thyroid receptor binding	-	0.7031	70.31%
Glucocorticoid receptor binding	-	0.8059	80.59%
Aromatase binding	-	0.8694	86.94%
PPAR gamma	-	0.6100	61.00%
Honey bee toxicity	-	0.9376	93.76%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9323	93.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.04%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.13%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	92.78%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.55%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.04%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.86%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.24%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.68%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.50%	90.71%

Plants that contains it

• Aconitum burnatii
• Plumbago auriculata

Cross-Links

• PubChem: 46888859
• NPASS: NPC260800
• LOTUS: LTS0247554
• wikiData: Q105156883