(1S,3R,8S,10S)-6-(3,4-dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-10-(3-methylbut-2-enyl)-8-[(2S)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-4-oxatricyclo[6.3.1.01,5]dodec-5-ene-7,12-dione

Details

• Internal ID: 6ec5deb5-a970-46c0-aee4-094a9c58844c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: (1S,3R,8S,10S)-6-(3,4-dihydroxybenzoyl)-3-(2-hydroxypropan-2-yl)-11,11-dimethyl-10-(3-methylbut-2-enyl)-8-[(2S)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-4-oxatricyclo[6.3.1.01,5]dodec-5-ene-7,12-dione
• SMILES (Canonical): CC(=CCC1CC2(C(=O)C(=C3C(C2=O)(C1(C)C)CC(O3)C(C)(C)O)C(=O)C4=CC(=C(C=C4)O)O)CC(CC=C(C)C)C(=C)C)C
• SMILES (Isomeric): CC(=CC[C@H]1C[C@@]2(C(=O)C(=C3[C@@](C2=O)(C1(C)C)C[C@@H](O3)C(C)(C)O)C(=O)C4=CC(=C(C=C4)O)O)C[C@H](CC=C(C)C)C(=C)C)C
• InChI: InChI=1S/C38H50O7/c1-21(2)11-13-25(23(5)6)18-37-19-26(15-12-22(3)4)35(7,8)38(34(37)43)20-29(36(9,10)44)45-33(38)30(32(37)42)31(41)24-14-16-27(39)28(40)17-24/h11-12,14,16-17,25-26,29,39-40,44H,5,13,15,18-20H2,1-4,6-10H3/t25-,26-,29+,37+,38-/m0/s1
• InChI Key: JNILVZATLAJYTR-IYYBIVEHSA-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: 7.90
• Atomic LogP (AlogP): 7.56
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	-	0.8004	80.04%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8019	80.19%
OATP2B1 inhibitior	-	0.5692	56.92%
OATP1B1 inhibitior	+	0.8660	86.60%
OATP1B3 inhibitior	+	0.8636	86.36%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9543	95.43%
P-glycoprotein inhibitior	+	0.7396	73.96%
P-glycoprotein substrate	+	0.6367	63.67%
CYP3A4 substrate	+	0.6796	67.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.8959	89.59%
CYP2C9 inhibition	+	0.6340	63.40%
CYP2C19 inhibition	+	0.5448	54.48%
CYP2D6 inhibition	-	0.8544	85.44%
CYP1A2 inhibition	+	0.5804	58.04%
CYP2C8 inhibition	+	0.6643	66.43%
CYP inhibitory promiscuity	-	0.5257	52.57%
UGT catelyzed	-	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5873	58.73%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8807	88.07%
Skin irritation	-	0.6705	67.05%
Skin corrosion	-	0.8851	88.51%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7596	75.96%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.6477	64.77%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4839	48.39%
Acute Oral Toxicity (c)	III	0.4782	47.82%
Estrogen receptor binding	+	0.7643	76.43%
Androgen receptor binding	+	0.7469	74.69%
Thyroid receptor binding	+	0.6451	64.51%
Glucocorticoid receptor binding	+	0.7759	77.59%
Aromatase binding	+	0.7491	74.91%
PPAR gamma	+	0.6796	67.96%
Honey bee toxicity	-	0.7253	72.53%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.73%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.54%	91.49%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	96.81%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.53%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	92.04%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.76%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.72%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.03%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.89%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.25%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.70%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.40%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	86.76%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.58%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.08%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.74%	99.17%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.65%	100.00%
CHEMBL2581	P07339	Cathepsin D	82.54%	98.95%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.29%	96.90%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.48%	93.04%

Plants that contains it

• Symphonia globulifera

Cross-Links

• PubChem: 162857093
• LOTUS: LTS0040467
• wikiData: Q105131922