(3aS,4R,8aS,9R)-4-[(3aR,4S,8aR,9S)-9-hydroxy-1,5,8-trimethyl-2,6-dioxo-3a,4,8a,9-tetrahydroazuleno[6,5-b]furan-4-yl]-9-hydroxy-1,5,8-trimethyl-3a,4,8a,9-tetrahydroazuleno[6,5-b]furan-2,6-dione

Details

• Internal ID: 9cc63617-3de6-4e14-9eaf-0284dbf99d07
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (3aS,4R,8aS,9R)-4-[(3aR,4S,8aR,9S)-9-hydroxy-1,5,8-trimethyl-2,6-dioxo-3a,4,8a,9-tetrahydroazuleno[6,5-b]furan-4-yl]-9-hydroxy-1,5,8-trimethyl-3a,4,8a,9-tetrahydroazuleno[6,5-b]furan-2,6-dione
• InChI: InChI=1S/C30H30O8/c1-9-7-15(31)19-11(3)21(27-23(25(33)17(9)19)13(5)29(35)37-27)22-12(4)20-16(32)8-10(2)18(20)26(34)24-14(6)30(36)38-28(22)24/h7-8,17-18,21-22,25-28,33-34H,1-6H3/t17-,18+,21-,22+,25+,26-,27-,28+
• InChI Key: FAXNIHZOESRKGW-MYUYOZARSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₀O₈
• Molecular Weight: 518.60 g/mol
• Exact Mass: 518.19406791 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 8
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	-	0.6450	64.50%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7254	72.54%
OATP2B1 inhibitior	-	0.8593	85.93%
OATP1B1 inhibitior	+	0.9443	94.43%
OATP1B3 inhibitior	+	0.9199	91.99%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6794	67.94%
P-glycoprotein inhibitior	+	0.7183	71.83%
P-glycoprotein substrate	-	0.8557	85.57%
CYP3A4 substrate	-	0.5216	52.16%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.9041	90.41%
CYP3A4 inhibition	-	0.8723	87.23%
CYP2C9 inhibition	-	0.7032	70.32%
CYP2C19 inhibition	-	0.8359	83.59%
CYP2D6 inhibition	-	0.9421	94.21%
CYP1A2 inhibition	-	0.7261	72.61%
CYP2C8 inhibition	-	0.8884	88.84%
CYP inhibitory promiscuity	-	0.8228	82.28%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9268	92.68%
Carcinogenicity (trinary)	Danger	0.6322	63.22%
Eye corrosion	-	0.9388	93.88%
Eye irritation	-	0.8787	87.87%
Skin irritation	-	0.5589	55.89%
Skin corrosion	-	0.8991	89.91%
Ames mutagenesis	-	0.5637	56.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3811	38.11%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.8107	81.07%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5917	59.17%
Acute Oral Toxicity (c)	III	0.3852	38.52%
Estrogen receptor binding	+	0.7423	74.23%
Androgen receptor binding	+	0.7236	72.36%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6185	61.85%
Aromatase binding	-	0.6024	60.24%
PPAR gamma	+	0.6115	61.15%
Honey bee toxicity	-	0.8812	88.12%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9241	92.41%

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	93.79%	95.56%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	86.33%	93.65%
CHEMBL2581	P07339	Cathepsin D	86.27%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.03%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.92%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.64%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.48%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.10%	85.14%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	82.55%	85.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.42%	94.00%

Plants that contains it

• Salvia nubicola

Cross-Links

• PubChem: 16088182
• LOTUS: LTS0261401
• wikiData: Q104992487