[(1S,3R,3aS,4S,8S,8aR)-1-acetyloxy-8-benzoyloxy-3-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 4-methylbenzoate

Details

• Internal ID: c1fdb927-e068-4309-9b60-fec4a91344d1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,3R,3aS,4S,8S,8aR)-1-acetyloxy-8-benzoyloxy-3-hydroxy-6,8a-dimethyl-3-propan-2-yl-1,2,3a,4,5,8-hexahydroazulen-4-yl] 4-methylbenzoate
• SMILES (Canonical): CC1=CC(C2(C(CC(C2C(C1)OC(=O)C3=CC=C(C=C3)C)(C(C)C)O)OC(=O)C)C)OC(=O)C4=CC=CC=C4
• SMILES (Isomeric): CC1=C[C@@H]([C@]2([C@H](C[C@]([C@@H]2[C@H](C1)OC(=O)C3=CC=C(C=C3)C)(C(C)C)O)OC(=O)C)C)OC(=O)C4=CC=CC=C4
• InChI: InChI=1S/C32H38O7/c1-19(2)32(36)18-27(37-22(5)33)31(6)26(39-30(35)23-10-8-7-9-11-23)17-21(4)16-25(28(31)32)38-29(34)24-14-12-20(3)13-15-24/h7-15,17,19,25-28,36H,16,18H2,1-6H3/t25-,26-,27-,28+,31-,32+/m0/s1
• InChI Key: JVJJYURKKDZRPO-LWFBNVIGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₈O₇
• Molecular Weight: 534.60 g/mol
• Exact Mass: 534.26175355 g/mol
• Topological Polar Surface Area (TPSA): 99.10 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.44
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	-	0.6687	66.87%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7017	70.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9003	90.03%
OATP1B3 inhibitior	+	0.8295	82.95%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9868	98.68%
P-glycoprotein inhibitior	+	0.9082	90.82%
P-glycoprotein substrate	-	0.5461	54.61%
CYP3A4 substrate	+	0.6541	65.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8797	87.97%
CYP3A4 inhibition	-	0.7324	73.24%
CYP2C9 inhibition	-	0.6527	65.27%
CYP2C19 inhibition	-	0.5974	59.74%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.6606	66.06%
CYP2C8 inhibition	+	0.5747	57.47%
CYP inhibitory promiscuity	-	0.8373	83.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9213	92.13%
Carcinogenicity (trinary)	Non-required	0.5641	56.41%
Eye corrosion	-	0.9951	99.51%
Eye irritation	-	0.9035	90.35%
Skin irritation	-	0.5738	57.38%
Skin corrosion	-	0.9512	95.12%
Ames mutagenesis	-	0.5937	59.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.8889	88.89%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.6970	69.70%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.7477	74.77%
Acute Oral Toxicity (c)	I	0.4718	47.18%
Estrogen receptor binding	+	0.7455	74.55%
Androgen receptor binding	+	0.6669	66.69%
Thyroid receptor binding	+	0.5610	56.10%
Glucocorticoid receptor binding	+	0.7315	73.15%
Aromatase binding	+	0.5437	54.37%
PPAR gamma	+	0.6804	68.04%
Honey bee toxicity	-	0.8203	82.03%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.15%	90.17%
CHEMBL2581	P07339	Cathepsin D	96.83%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.46%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	94.36%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.00%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.10%	86.33%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	89.38%	97.53%
CHEMBL340	P08684	Cytochrome P450 3A4	88.03%	91.19%
CHEMBL1951	P21397	Monoamine oxidase A	88.03%	91.49%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.56%	97.21%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.13%	91.11%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.99%	94.08%
CHEMBL5028	O14672	ADAM10	85.72%	97.50%
CHEMBL2535	P11166	Glucose transporter	85.47%	98.75%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.27%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.19%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.07%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.36%	96.47%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.27%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.97%	97.14%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	80.80%	83.00%
CHEMBL6007	O75762	Transient receptor potential cation channel subfamily A member 1	80.20%	92.17%

Plants that contains it

• Daucus carota

Cross-Links

• PubChem: 163195153
• LOTUS: LTS0256492
• wikiData: Q105135777