7alpha-Hydroxylambertianic acid

Details

• Internal ID: 535690d8-e39e-4b1e-b01d-d31ba3412a58
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (1S,4aR,5R,7R,8aR)-5-[2-(furan-3-yl)ethyl]-7-hydroxy-1,4a-dimethyl-6-methylidene-3,4,5,7,8,8a-hexahydro-2H-naphthalene-1-carboxylic acid
• InChI: InChI=1S/C20H28O4/c1-13-15(6-5-14-7-10-24-12-14)19(2)8-4-9-20(3,18(22)23)17(19)11-16(13)21/h7,10,12,15-17,21H,1,4-6,8-9,11H2,2-3H3,(H,22,23)/t15-,16+,17+,19+,20-/m0/s1
• InChI Key: JKNRRIMICPNZHS-PNDFQMOFSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 70.70 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.05
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• CHEBI:69776
• Q27138118

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.7334	73.34%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7184	71.84%
OATP2B1 inhibitior	-	0.8655	86.55%
OATP1B1 inhibitior	-	0.3679	36.79%
OATP1B3 inhibitior	+	0.8853	88.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7570	75.70%
BSEP inhibitior	-	0.6061	60.61%
P-glycoprotein inhibitior	-	0.7594	75.94%
P-glycoprotein substrate	-	0.7043	70.43%
CYP3A4 substrate	+	0.6418	64.18%
CYP2C9 substrate	-	0.8178	81.78%
CYP2D6 substrate	-	0.8168	81.68%
CYP3A4 inhibition	+	0.7821	78.21%
CYP2C9 inhibition	-	0.9021	90.21%
CYP2C19 inhibition	-	0.7692	76.92%
CYP2D6 inhibition	-	0.9143	91.43%
CYP1A2 inhibition	-	0.6903	69.03%
CYP2C8 inhibition	+	0.5680	56.80%
CYP inhibitory promiscuity	-	0.7194	71.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5515	55.15%
Eye corrosion	-	0.9952	99.52%
Eye irritation	-	0.9053	90.53%
Skin irritation	+	0.5507	55.07%
Skin corrosion	-	0.9283	92.83%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7125	71.25%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5199	51.99%
skin sensitisation	-	0.7611	76.11%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.7039	70.39%
Acute Oral Toxicity (c)	III	0.3901	39.01%
Estrogen receptor binding	+	0.7370	73.70%
Androgen receptor binding	+	0.6453	64.53%
Thyroid receptor binding	+	0.6121	61.21%
Glucocorticoid receptor binding	+	0.8489	84.89%
Aromatase binding	+	0.7040	70.40%
PPAR gamma	-	0.4902	49.02%
Honey bee toxicity	-	0.8883	88.83%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.39%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.20%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.54%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	92.43%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.01%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.36%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.98%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.55%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.41%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.68%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.05%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.72%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	81.51%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.61%	97.25%

Plants that contains it

• Gutierrezia dracunculoides

Cross-Links

• PubChem: 70698094
• LOTUS: LTS0071800
• wikiData: Q27138118