[(3aS,4R,5S,7S)-3a,4-dihydroxy-1,4-dimethyl-8-oxo-7-propan-2-yl-3,5,6,7-tetrahydro-2H-azulen-5-yl] (2S,3S)-2,3-dihydroxy-2-methylbutanoate

Details

• Internal ID: 78925b61-b1e6-4cc0-9263-5cca339efe1f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: [(3aS,4R,5S,7S)-3a,4-dihydroxy-1,4-dimethyl-8-oxo-7-propan-2-yl-3,5,6,7-tetrahydro-2H-azulen-5-yl] (2S,3S)-2,3-dihydroxy-2-methylbutanoate
• SMILES (Canonical): CC1=C2C(=O)C(CC(C(C2(CC1)O)(C)O)OC(=O)C(C)(C(C)O)O)C(C)C
• SMILES (Isomeric): CC1=C2C(=O)[C@@H](C[C@@H]([C@@]([C@@]2(CC1)O)(C)O)OC(=O)[C@](C)([C@H](C)O)O)C(C)C
• InChI: InChI=1S/C20H32O7/c1-10(2)13-9-14(27-17(23)18(5,24)12(4)21)19(6,25)20(26)8-7-11(3)15(20)16(13)22/h10,12-14,21,24-26H,7-9H2,1-6H3/t12-,13-,14-,18-,19+,20-/m0/s1
• InChI Key: DOZVKVJPJOEXOY-SOPFVOOMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₇
• Molecular Weight: 384.50 g/mol
• Exact Mass: 384.21480336 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.87
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9773	97.73%
Caco-2	+	0.5922	59.22%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7528	75.28%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9119	91.19%
OATP1B3 inhibitior	+	0.8223	82.23%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	-	0.8489	84.89%
P-glycoprotein inhibitior	-	0.7768	77.68%
P-glycoprotein substrate	-	0.6158	61.58%
CYP3A4 substrate	+	0.6502	65.02%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.9006	90.06%
CYP3A4 inhibition	-	0.8188	81.88%
CYP2C9 inhibition	+	0.5472	54.72%
CYP2C19 inhibition	-	0.5879	58.79%
CYP2D6 inhibition	-	0.9392	93.92%
CYP1A2 inhibition	+	0.5278	52.78%
CYP2C8 inhibition	-	0.7923	79.23%
CYP inhibitory promiscuity	-	0.9721	97.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6171	61.71%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9444	94.44%
Skin irritation	+	0.5455	54.55%
Skin corrosion	-	0.9160	91.60%
Ames mutagenesis	-	0.6337	63.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6422	64.22%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7606	76.06%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6797	67.97%
Acute Oral Toxicity (c)	I	0.2658	26.58%
Estrogen receptor binding	+	0.7539	75.39%
Androgen receptor binding	+	0.6121	61.21%
Thyroid receptor binding	+	0.6762	67.62%
Glucocorticoid receptor binding	+	0.6865	68.65%
Aromatase binding	+	0.5675	56.75%
PPAR gamma	+	0.5369	53.69%
Honey bee toxicity	-	0.8536	85.36%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9806	98.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.87%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.56%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.11%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.79%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.35%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.75%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.68%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.54%	96.38%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.36%	96.47%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.74%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.85%	97.14%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.96%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.47%	99.23%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.68%	93.04%
CHEMBL5028	O14672	ADAM10	82.81%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.56%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.32%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.78%	97.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.76%	89.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.86%	82.50%
CHEMBL299	P17252	Protein kinase C alpha	80.46%	98.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.25%	100.00%

Plants that contains it

• Blumea balsamifera

Cross-Links

• PubChem: 162933369
• LOTUS: LTS0229081
• wikiData: Q104986344