(3S)-4beta-Acetoxy-6alpha,9beta-dihydroxy-3beta,6,9-trimethyl-8beta-methoxy-3abeta,4,5,6,8,9,9abeta,9balpha-octahydroazuleno[4,5-b]furan-2(3H)-one

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Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	ecd328bc-6e65-472b-98a7-79b403610ad0
Taxonomy	Organoheterocyclic compounds > Lactones > Gamma butyrolactones
IUPAC Name	[(3S,3aR,4S,6S,8R,9S,9aS,9bS)-6,9-dihydroxy-8-methoxy-3,6,9-trimethyl-2-oxo-3a,4,5,8,9a,9b-hexahydro-3H-azuleno[4,5-b]furan-4-yl] acetate
SMILES (Canonical)	CC1C2C(CC(C3=CC(C(C3C2OC1=O)(C)O)OC)(C)O)OC(=O)C
SMILES (Isomeric)	C[C@H]1[C@@H]2[C@H](C[C@](C3=C[C@H]([C@@]([C@@H]3[C@H]2OC1=O)(C)O)OC)(C)O)OC(=O)C
InChI	InChI=1S/C18H26O7/c1-8-13-11(24-9(2)19)7-17(3,21)10-6-12(23-5)18(4,22)14(10)15(13)25-16(8)20/h6,8,11-15,21-22H,7H2,1-5H3/t8-,11-,12+,13+,14-,15-,17-,18+/m0/s1
InChI Key	WNYMTSMTYKPWJG-QWAVHFOZSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₈H₂₆O₇
Molecular Weight	354.40 g/mol
Exact Mass	354.16785316 g/mol
Topological Polar Surface Area (TPSA)	102.00 Å²
XlogP	-0.40
Atomic LogP (AlogP)	0.57
H-Bond Acceptor	7
H-Bond Donor	2
Rotatable Bonds	2

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9797	97.97%
Caco-2	-	0.6564	65.64%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5419	54.19%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9083	90.83%
OATP1B3 inhibitior	+	0.9399	93.99%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7071	70.71%
P-glycoprotein inhibitior	-	0.6510	65.10%
P-glycoprotein substrate	-	0.6356	63.56%
CYP3A4 substrate	+	0.6414	64.14%
CYP2C9 substrate	-	0.8228	82.28%
CYP2D6 substrate	-	0.8750	87.50%
CYP3A4 inhibition	-	0.7036	70.36%
CYP2C9 inhibition	-	0.8604	86.04%
CYP2C19 inhibition	-	0.8917	89.17%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.7554	75.54%
CYP2C8 inhibition	-	0.8586	85.86%
CYP inhibitory promiscuity	-	0.9412	94.12%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Danger	0.4475	44.75%
Eye corrosion	-	0.9762	97.62%
Eye irritation	-	0.8701	87.01%
Skin irritation	-	0.6289	62.89%
Skin corrosion	-	0.9134	91.34%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5253	52.53%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5783	57.83%
skin sensitisation	-	0.7711	77.11%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6128	61.28%
Acute Oral Toxicity (c)	III	0.3628	36.28%
Estrogen receptor binding	+	0.7082	70.82%
Androgen receptor binding	+	0.5438	54.38%
Thyroid receptor binding	+	0.6395	63.95%
Glucocorticoid receptor binding	+	0.5925	59.25%
Aromatase binding	-	0.6534	65.34%
PPAR gamma	-	0.5088	50.88%
Honey bee toxicity	-	0.7674	76.74%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.7718	77.18%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	97.32%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.70%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.30%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.86%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.91%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.28%	99.23%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.20%	94.80%
CHEMBL2581	P07339	Cathepsin D	84.13%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.86%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	83.30%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.21%	97.14%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.