6,10a,11-Trihydroxy-4,4,8,11b-tetramethyl-1,2,3,4a,5,6,11,11a-octahydronaphtho[2,1-f][1]benzofuran-9-one

Details

• Internal ID: 62996443-9db1-4545-b711-30dbd7fb0aa7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 6,10a,11-trihydroxy-4,4,8,11b-tetramethyl-1,2,3,4a,5,6,11,11a-octahydronaphtho[2,1-f][1]benzofuran-9-one
• SMILES (Canonical): CC1=C2C=C3C(CC4C(CCCC4(C3C(C2(OC1=O)O)O)C)(C)C)O
• SMILES (Isomeric): CC1=C2C=C3C(CC4C(CCCC4(C3C(C2(OC1=O)O)O)C)(C)C)O
• InChI: InChI=1S/C20H28O5/c1-10-12-8-11-13(21)9-14-18(2,3)6-5-7-19(14,4)15(11)16(22)20(12,24)25-17(10)23/h8,13-16,21-22,24H,5-7,9H2,1-4H3
• InChI Key: STNYLQGVPSNGGH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9829	98.29%
Caco-2	+	0.5140	51.40%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7417	74.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8860	88.60%
OATP1B3 inhibitior	+	0.9562	95.62%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.7333	73.33%
P-glycoprotein inhibitior	-	0.8006	80.06%
P-glycoprotein substrate	-	0.8359	83.59%
CYP3A4 substrate	+	0.6476	64.76%
CYP2C9 substrate	-	0.7943	79.43%
CYP2D6 substrate	-	0.8686	86.86%
CYP3A4 inhibition	-	0.7554	75.54%
CYP2C9 inhibition	-	0.8645	86.45%
CYP2C19 inhibition	-	0.8333	83.33%
CYP2D6 inhibition	-	0.9375	93.75%
CYP1A2 inhibition	-	0.6368	63.68%
CYP2C8 inhibition	-	0.6866	68.66%
CYP inhibitory promiscuity	-	0.9335	93.35%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4257	42.57%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9614	96.14%
Skin irritation	+	0.6775	67.75%
Skin corrosion	-	0.9111	91.11%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6077	60.77%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5532	55.32%
skin sensitisation	-	0.7853	78.53%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7449	74.49%
Acute Oral Toxicity (c)	I	0.5005	50.05%
Estrogen receptor binding	+	0.6381	63.81%
Androgen receptor binding	+	0.6525	65.25%
Thyroid receptor binding	+	0.6711	67.11%
Glucocorticoid receptor binding	+	0.7427	74.27%
Aromatase binding	+	0.6378	63.78%
PPAR gamma	+	0.5382	53.82%
Honey bee toxicity	-	0.8618	86.18%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9909	99.09%

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	97.10%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.37%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.67%	93.99%
CHEMBL2581	P07339	Cathepsin D	90.57%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	87.45%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.12%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.67%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.38%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.06%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.80%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.23%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.80%	96.09%

Plants that contains it

• Euphorbia fischeri

Cross-Links

• PubChem: 73016145
• LOTUS: LTS0013556
• wikiData: Q105260473