3,6-dihydroxy-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: 7bc3a4ba-c607-4de5-8184-8494e470efe1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 3,6-dihydroxy-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(CCC(C(C4CC3O)(C)C)O)C
• SMILES (Isomeric): CC1=C2C=C3C(CC2OC1=O)C4(CCC(C(C4CC3O)(C)C)O)C
• InChI: InChI=1S/C20H28O4/c1-10-11-7-12-13(8-15(11)24-18(10)23)20(4)6-5-17(22)19(2,3)16(20)9-14(12)21/h7,13-17,21-22H,5-6,8-9H2,1-4H3
• InChI Key: HWSCNAWMFHTZCT-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: 2.00
• Atomic LogP (AlogP): 2.74
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	+	0.7439	74.39%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8143	81.43%
OATP2B1 inhibitior	-	0.8634	86.34%
OATP1B1 inhibitior	+	0.8987	89.87%
OATP1B3 inhibitior	+	0.9018	90.18%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5179	51.79%
BSEP inhibitior	-	0.6220	62.20%
P-glycoprotein inhibitior	-	0.8017	80.17%
P-glycoprotein substrate	-	0.8538	85.38%
CYP3A4 substrate	+	0.6669	66.69%
CYP2C9 substrate	-	0.7907	79.07%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.6185	61.85%
CYP2C9 inhibition	-	0.9063	90.63%
CYP2C19 inhibition	-	0.9104	91.04%
CYP2D6 inhibition	-	0.9382	93.82%
CYP1A2 inhibition	-	0.7702	77.02%
CYP2C8 inhibition	-	0.8377	83.77%
CYP inhibitory promiscuity	-	0.8613	86.13%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5383	53.83%
Eye corrosion	-	0.9934	99.34%
Eye irritation	-	0.9378	93.78%
Skin irritation	+	0.6411	64.11%
Skin corrosion	-	0.9312	93.12%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3850	38.50%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.5908	59.08%
skin sensitisation	-	0.6971	69.71%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7374	73.74%
Acute Oral Toxicity (c)	III	0.6628	66.28%
Estrogen receptor binding	+	0.7244	72.44%
Androgen receptor binding	+	0.5444	54.44%
Thyroid receptor binding	+	0.7175	71.75%
Glucocorticoid receptor binding	+	0.8167	81.67%
Aromatase binding	+	0.5482	54.82%
PPAR gamma	+	0.7023	70.23%
Honey bee toxicity	-	0.8471	84.71%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9943	99.43%

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	92.80%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.41%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.62%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.69%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.56%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.01%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.14%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.07%	95.89%
CHEMBL2581	P07339	Cathepsin D	80.54%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.42%	89.00%

Plants that contains it

• Suregada glomerulata

Cross-Links

• PubChem: 74318584
• LOTUS: LTS0040421
• wikiData: Q105034806