4-[2-[7-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one

Details

• Internal ID: a67bfbbb-21db-48b8-ac18-46e267cd4e4f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 4-[2-[7-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one
• SMILES (Canonical): CC1(CC(CC2(C1CCC(=C)C2CCC3=CCOC3=O)C)O)CO
• SMILES (Isomeric): CC1(CC(CC2(C1CCC(=C)C2CCC3=CCOC3=O)C)O)CO
• InChI: InChI=1S/C20H30O4/c1-13-4-7-17-19(2,12-21)10-15(22)11-20(17,3)16(13)6-5-14-8-9-24-18(14)23/h8,15-17,21-22H,1,4-7,9-12H2,2-3H3
• InChI Key: KYVZZZCAIHBFLU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9790	97.90%
Caco-2	+	0.5958	59.58%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7535	75.35%
OATP2B1 inhibitior	-	0.8646	86.46%
OATP1B1 inhibitior	+	0.8625	86.25%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	+	0.5478	54.78%
BSEP inhibitior	+	0.5740	57.40%
P-glycoprotein inhibitior	-	0.7556	75.56%
P-glycoprotein substrate	-	0.6896	68.96%
CYP3A4 substrate	+	0.6581	65.81%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8794	87.94%
CYP3A4 inhibition	-	0.5127	51.27%
CYP2C9 inhibition	-	0.9288	92.88%
CYP2C19 inhibition	-	0.8961	89.61%
CYP2D6 inhibition	-	0.9179	91.79%
CYP1A2 inhibition	-	0.8989	89.89%
CYP2C8 inhibition	-	0.5841	58.41%
CYP inhibitory promiscuity	-	0.8593	85.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5806	58.06%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8376	83.76%
Skin irritation	-	0.5137	51.37%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	-	0.5970	59.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4909	49.09%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6694	66.94%
skin sensitisation	-	0.8669	86.69%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6182	61.82%
Acute Oral Toxicity (c)	III	0.6005	60.05%
Estrogen receptor binding	+	0.7685	76.85%
Androgen receptor binding	+	0.6521	65.21%
Thyroid receptor binding	+	0.6546	65.46%
Glucocorticoid receptor binding	+	0.8663	86.63%
Aromatase binding	+	0.7242	72.42%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8326	83.26%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9895	98.95%

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	97.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.82%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.72%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.16%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.79%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.19%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.81%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.09%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.92%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	80.54%	95.93%

Plants that contains it

• Phlogacanthus thyrsiformis

Cross-Links

• PubChem: 73823463
• LOTUS: LTS0164675
• wikiData: Q105147984