6-hydroxy-4,4,8,11b-tetramethyl-2,3,4a,5,6,10a,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-9-one

Details

• Internal ID: 433ead45-3ab8-4b4f-a9f3-c2aae1168e44
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 6-hydroxy-4,4,8,11b-tetramethyl-2,3,4a,5,6,10a,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-9-one
• SMILES (Canonical): CC1=C2C=C3C(CC2OC1=O)C4(CCCC(C4CC3O)(C)C)C
• SMILES (Isomeric): CC1=C2C=C3C(CC2OC1=O)C4(CCCC(C4CC3O)(C)C)C
• InChI: InChI=1S/C20H28O3/c1-11-12-8-13-14(9-16(12)23-18(11)22)20(4)7-5-6-19(2,3)17(20)10-15(13)21/h8,14-17,21H,5-7,9-10H2,1-4H3
• InChI Key: ZMYSFBRHMUTOQN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.77
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.8281	82.81%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7486	74.86%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.8655	86.55%
OATP1B3 inhibitior	+	0.9780	97.80%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.5797	57.97%
P-glycoprotein inhibitior	-	0.7342	73.42%
P-glycoprotein substrate	-	0.8675	86.75%
CYP3A4 substrate	+	0.6355	63.55%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.6524	65.24%
CYP2C9 inhibition	-	0.8928	89.28%
CYP2C19 inhibition	-	0.7670	76.70%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	-	0.6831	68.31%
CYP2C8 inhibition	-	0.7790	77.90%
CYP inhibitory promiscuity	-	0.8566	85.66%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5239	52.39%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9407	94.07%
Skin irritation	+	0.6541	65.41%
Skin corrosion	-	0.9238	92.38%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7257	72.57%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.6435	64.35%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.6843	68.43%
Acute Oral Toxicity (c)	III	0.7187	71.87%
Estrogen receptor binding	+	0.7439	74.39%
Androgen receptor binding	+	0.5376	53.76%
Thyroid receptor binding	+	0.7775	77.75%
Glucocorticoid receptor binding	+	0.8120	81.20%
Aromatase binding	-	0.5447	54.47%
PPAR gamma	+	0.7406	74.06%
Honey bee toxicity	-	0.8619	86.19%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9914	99.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.91%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.80%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.42%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	88.93%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.58%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.40%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.88%	97.09%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	84.51%	81.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.12%	86.33%
CHEMBL2581	P07339	Cathepsin D	82.48%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.58%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.07%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.08%	89.00%

Plants that contains it

• Euphorbia seguieriana
• Suregada glomerulata

Cross-Links

• PubChem: 162944436
• LOTUS: LTS0099670
• wikiData: Q105379845