(1S,3S,9R,11R)-7-(3,4-dihydroxybenzoyl)-11-[(E)-3-hydroxy-3-methylbut-1-enyl]-4,4,10,10-tetramethyl-3,9-bis(3-methylbut-2-enyl)-5-oxatricyclo[7.3.1.01,6]tridec-6-ene-8,13-dione

Details

• Internal ID: aea607ec-94b5-40e9-b557-04b8128f2ceb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: (1S,3S,9R,11R)-7-(3,4-dihydroxybenzoyl)-11-[(E)-3-hydroxy-3-methylbut-1-enyl]-4,4,10,10-tetramethyl-3,9-bis(3-methylbut-2-enyl)-5-oxatricyclo[7.3.1.01,6]tridec-6-ene-8,13-dione
• SMILES (Canonical): CC(=CCC1CC23CC(C(C(C2=O)(C(=O)C(=C3OC1(C)C)C(=O)C4=CC(=C(C=C4)O)O)CC=C(C)C)(C)C)C=CC(C)(C)O)C
• SMILES (Isomeric): CC(=CC[C@H]1C[C@]23C[C@@H](C([C@](C2=O)(C(=O)C(=C3OC1(C)C)C(=O)C4=CC(=C(C=C4)O)O)CC=C(C)C)(C)C)/C=C/C(C)(C)O)C
• InChI: InChI=1S/C38H50O7/c1-22(2)11-13-26-21-37-20-25(16-17-34(5,6)44)35(7,8)38(33(37)43,18-15-23(3)4)31(42)29(32(37)45-36(26,9)10)30(41)24-12-14-27(39)28(40)19-24/h11-12,14-17,19,25-26,39-40,44H,13,18,20-21H2,1-10H3/b17-16+/t25-,26-,37-,38-/m0/s1
• InChI Key: PQVLCOIEXGCVLV-XUGHOFGRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₀O₇
• Molecular Weight: 618.80 g/mol
• Exact Mass: 618.35565393 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 7.56
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9867	98.67%
Caco-2	-	0.7833	78.33%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8025	80.25%
OATP2B1 inhibitior	-	0.5677	56.77%
OATP1B1 inhibitior	+	0.8613	86.13%
OATP1B3 inhibitior	+	0.9618	96.18%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9906	99.06%
P-glycoprotein inhibitior	+	0.7632	76.32%
P-glycoprotein substrate	+	0.6224	62.24%
CYP3A4 substrate	+	0.6875	68.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8330	83.30%
CYP3A4 inhibition	-	0.9200	92.00%
CYP2C9 inhibition	+	0.7271	72.71%
CYP2C19 inhibition	+	0.6243	62.43%
CYP2D6 inhibition	-	0.8253	82.53%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.7129	71.29%
CYP inhibitory promiscuity	-	0.5148	51.48%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6726	67.26%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.8825	88.25%
Skin irritation	-	0.6424	64.24%
Skin corrosion	-	0.9008	90.08%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6716	67.16%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5252	52.52%
skin sensitisation	-	0.6667	66.67%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5522	55.22%
Acute Oral Toxicity (c)	III	0.6713	67.13%
Estrogen receptor binding	+	0.7850	78.50%
Androgen receptor binding	+	0.7643	76.43%
Thyroid receptor binding	+	0.6677	66.77%
Glucocorticoid receptor binding	+	0.7995	79.95%
Aromatase binding	+	0.7427	74.27%
PPAR gamma	+	0.7175	71.75%
Honey bee toxicity	-	0.7823	78.23%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9945	99.45%

Targets

Proven Targets:

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	99.03%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.30%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.55%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.04%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.56%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	93.36%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.46%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.11%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.99%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.85%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.78%	95.89%
CHEMBL4208	P20618	Proteasome component C5	87.19%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.40%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.41%	96.90%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.52%	89.34%
CHEMBL3232685	O00257	E3 SUMO-protein ligase CBX4	82.01%	93.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.65%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.53%	97.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.98%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.89%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.69%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.44%	85.14%

Plants that contains it

• Symphonia globulifera

Cross-Links

• PubChem: 46849357
• LOTUS: LTS0236473
• wikiData: Q105213484