[(1R,2R,3S,4S,5S,7R,9S,10R,11R,13S)-2,7,11-trihydroxy-1,5,9,12,12-pentamethyl-8-oxo-4-tetracyclo[7.6.0.03,7.010,13]pentadecanyl] benzoate

Details

• Internal ID: a10911b1-cbc9-4d66-b59d-513f6cec4398
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoic acids and derivatives > Benzoic acid esters
• IUPAC Name: [(1R,2R,3S,4S,5S,7R,9S,10R,11R,13S)-2,7,11-trihydroxy-1,5,9,12,12-pentamethyl-8-oxo-4-tetracyclo[7.6.0.03,7.010,13]pentadecanyl] benzoate
• SMILES (Canonical): CC1CC2(C(C1OC(=O)C3=CC=CC=C3)C(C4(CCC5C(C4(C2=O)C)C(C5(C)C)O)C)O)O
• SMILES (Isomeric): C[C@H]1C[C@]2([C@H]([C@H]1OC(=O)C3=CC=CC=C3)[C@H]([C@@]4(CC[C@H]5[C@H]([C@@]4(C2=O)C)[C@H](C5(C)C)O)C)O)O
• InChI: InChI=1S/C27H36O6/c1-14-13-27(32)18(19(14)33-22(30)15-9-7-6-8-10-15)21(29)25(4)12-11-16-17(20(28)24(16,2)3)26(25,5)23(27)31/h6-10,14,16-21,28-29,32H,11-13H2,1-5H3/t14-,16-,17-,18+,19-,20+,21+,25-,26+,27+/m0/s1
• InChI Key: JYZLQZMIOKIUOA-CASMLEBLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₆
• Molecular Weight: 456.60 g/mol
• Exact Mass: 456.25118886 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 2.98
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9612	96.12%
Caco-2	-	0.7054	70.54%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7024	70.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8595	85.95%
OATP1B3 inhibitior	+	0.8932	89.32%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	+	0.5775	57.75%
P-glycoprotein inhibitior	-	0.5596	55.96%
P-glycoprotein substrate	-	0.6959	69.59%
CYP3A4 substrate	+	0.6883	68.83%
CYP2C9 substrate	-	0.6054	60.54%
CYP2D6 substrate	-	0.8220	82.20%
CYP3A4 inhibition	-	0.6136	61.36%
CYP2C9 inhibition	-	0.7296	72.96%
CYP2C19 inhibition	-	0.8281	82.81%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.6848	68.48%
CYP2C8 inhibition	+	0.5782	57.82%
CYP inhibitory promiscuity	-	0.9329	93.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5830	58.30%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.9458	94.58%
Skin irritation	-	0.5301	53.01%
Skin corrosion	-	0.8701	87.01%
Ames mutagenesis	-	0.8270	82.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4048	40.48%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5053	50.53%
skin sensitisation	-	0.8253	82.53%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6549	65.49%
Acute Oral Toxicity (c)	III	0.5315	53.15%
Estrogen receptor binding	+	0.8731	87.31%
Androgen receptor binding	+	0.7088	70.88%
Thyroid receptor binding	+	0.6783	67.83%
Glucocorticoid receptor binding	+	0.6781	67.81%
Aromatase binding	+	0.7934	79.34%
PPAR gamma	+	0.5170	51.70%
Honey bee toxicity	-	0.8404	84.04%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9767	97.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.30%	86.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.74%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	92.86%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	92.18%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.94%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.72%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.59%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.47%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.07%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.08%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.48%	99.23%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.96%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.56%	97.09%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.39%	94.08%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.63%	93.03%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.61%	94.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.26%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.18%	100.00%
CHEMBL5028	O14672	ADAM10	82.31%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.20%	97.14%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.10%	83.00%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.77%	92.67%

Plants that contains it

• Euphorbia micractina

Cross-Links

• PubChem: 73353433
• NPASS: NPC57026