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

Details

• Internal ID: 0432f262-b78c-45aa-8522-5c21a39ddab5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 2-hydroxy-4-[2-(4-hydroxy-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)ethenyl]-2H-furan-5-one
• SMILES (Canonical): CC1(CCCC2(C1C(CC(=C)C2C=CC3=CC(OC3=O)O)O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1C(CC(=C)C2C=CC3=CC(OC3=O)O)O)C)C
• InChI: InChI=1S/C20H28O4/c1-12-10-15(21)17-19(2,3)8-5-9-20(17,4)14(12)7-6-13-11-16(22)24-18(13)23/h6-7,11,14-17,21-22H,1,5,8-10H2,2-4H3
• InChI Key: BRFJVBBXHPOREF-UHFFFAOYSA-N
• Popularity: 0 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): 66.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	-	0.5189	51.89%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6075	60.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7276	72.76%
OATP1B3 inhibitior	+	0.8052	80.52%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8372	83.72%
P-glycoprotein inhibitior	-	0.7587	75.87%
P-glycoprotein substrate	-	0.8264	82.64%
CYP3A4 substrate	+	0.6416	64.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8732	87.32%
CYP3A4 inhibition	-	0.6566	65.66%
CYP2C9 inhibition	-	0.8905	89.05%
CYP2C19 inhibition	-	0.8445	84.45%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.6624	66.24%
CYP2C8 inhibition	-	0.7190	71.90%
CYP inhibitory promiscuity	-	0.8646	86.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4960	49.60%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9622	96.22%
Skin irritation	+	0.6458	64.58%
Skin corrosion	-	0.8814	88.14%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7190	71.90%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5811	58.11%
skin sensitisation	-	0.6566	65.66%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5119	51.19%
Acute Oral Toxicity (c)	I	0.6832	68.32%
Estrogen receptor binding	+	0.7598	75.98%
Androgen receptor binding	-	0.5220	52.20%
Thyroid receptor binding	+	0.6218	62.18%
Glucocorticoid receptor binding	+	0.6560	65.60%
Aromatase binding	+	0.7582	75.82%
PPAR gamma	+	0.5987	59.87%
Honey bee toxicity	-	0.7455	74.55%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9898	98.98%

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	98.27%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.71%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.63%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.30%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.41%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.36%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.51%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.95%	89.00%
CHEMBL1902	P62942	FK506-binding protein 1A	84.45%	97.05%
CHEMBL3401	O75469	Pregnane X receptor	82.52%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.24%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.02%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.48%	85.14%

Plants that contains it

• Hedychium forrestii

Cross-Links

• PubChem: 74323817
• LOTUS: LTS0156076
• wikiData: Q104944761