6,6a,7-trihydroxy-4,4,8,11b-tetramethyl-5,6,7,10a,11,11a-hexahydro-4aH-naphtho[2,1-f][1]benzofuran-1,9-dione

Details

• Internal ID: 458655a3-f764-494e-bd00-42fa3f127111
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 6,6a,7-trihydroxy-4,4,8,11b-tetramethyl-5,6,7,10a,11,11a-hexahydro-4aH-naphtho[2,1-f][1]benzofuran-1,9-dione
• SMILES (Canonical): CC1=C2C(CC3C4(C(CC(C3(C2O)O)O)C(C=CC4=O)(C)C)C)OC1=O
• SMILES (Isomeric): CC1=C2C(CC3C4(C(CC(C3(C2O)O)O)C(C=CC4=O)(C)C)C)OC1=O
• InChI: InChI=1S/C20H26O6/c1-9-15-10(26-17(9)24)7-12-19(4)11(18(2,3)6-5-13(19)21)8-14(22)20(12,25)16(15)23/h5-6,10-12,14,16,22-23,25H,7-8H2,1-4H3
• InChI Key: KBGPZSQCJGHHHR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.89
• H-Bond Acceptor: 6
• 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	+	0.9697	96.97%
Caco-2	-	0.5519	55.19%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7185	71.85%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8848	88.48%
OATP1B3 inhibitior	+	0.9158	91.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8420	84.20%
P-glycoprotein inhibitior	-	0.7296	72.96%
P-glycoprotein substrate	-	0.7187	71.87%
CYP3A4 substrate	+	0.6333	63.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9024	90.24%
CYP3A4 inhibition	-	0.8756	87.56%
CYP2C9 inhibition	-	0.8553	85.53%
CYP2C19 inhibition	-	0.8871	88.71%
CYP2D6 inhibition	-	0.9308	93.08%
CYP1A2 inhibition	-	0.8699	86.99%
CYP2C8 inhibition	-	0.7672	76.72%
CYP inhibitory promiscuity	-	0.9172	91.72%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4470	44.70%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.9331	93.31%
Skin irritation	-	0.5146	51.46%
Skin corrosion	-	0.9014	90.14%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6965	69.65%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6127	61.27%
skin sensitisation	-	0.7650	76.50%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6933	69.33%
Acute Oral Toxicity (c)	I	0.4711	47.11%
Estrogen receptor binding	+	0.7432	74.32%
Androgen receptor binding	+	0.6079	60.79%
Thyroid receptor binding	+	0.6862	68.62%
Glucocorticoid receptor binding	+	0.6395	63.95%
Aromatase binding	-	0.5150	51.50%
PPAR gamma	+	0.6601	66.01%
Honey bee toxicity	-	0.8936	89.36%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9796	97.96%

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	95.21%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.55%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.47%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.28%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.61%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.61%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.37%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.05%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	82.90%	90.17%

Plants that contains it

• Suregada aequorea

Cross-Links

• PubChem: 163047502
• LOTUS: LTS0163934
• wikiData: Q105138203