[(1R,3E,5R,7S,9S,11R,12R,13S,14S)-1,11-diacetyloxy-13-benzoyloxy-3,6,6,14-tetramethyl-10-methylidene-2-oxo-9-tricyclo[10.3.0.05,7]pentadec-3-enyl] benzoate

Details

• Internal ID: 0967524f-ac91-43f0-8b9d-9e4c7112d92a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(1R,3E,5R,7S,9S,11R,12R,13S,14S)-1,11-diacetyloxy-13-benzoyloxy-3,6,6,14-tetramethyl-10-methylidene-2-oxo-9-tricyclo[10.3.0.05,7]pentadec-3-enyl] benzoate
• SMILES (Canonical): CC1CC2(C(C1OC(=O)C3=CC=CC=C3)C(C(=C)C(CC4C(C4(C)C)C=C(C2=O)C)OC(=O)C5=CC=CC=C5)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1C[C@]2([C@H]([C@H]1OC(=O)C3=CC=CC=C3)[C@H](C(=C)[C@H](C[C@H]4[C@H](C4(C)C)/C=C(/C2=O)\C)OC(=O)C5=CC=CC=C5)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C38H42O9/c1-21-18-28-29(37(28,6)7)19-30(45-35(42)26-14-10-8-11-15-26)23(3)33(44-24(4)39)31-32(46-36(43)27-16-12-9-13-17-27)22(2)20-38(31,34(21)41)47-25(5)40/h8-18,22,28-33H,3,19-20H2,1-2,4-7H3/b21-18+/t22-,28+,29-,30-,31+,32-,33-,38+/m0/s1
• InChI Key: AFRGWGGHJYMSDU-HQYMUBRJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₄₂O₉
• Molecular Weight: 642.70 g/mol
• Exact Mass: 642.28288291 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.07
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	-	0.7940	79.40%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6574	65.74%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8230	82.30%
OATP1B3 inhibitior	+	0.8299	82.99%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9900	99.00%
P-glycoprotein inhibitior	+	0.9373	93.73%
P-glycoprotein substrate	+	0.5702	57.02%
CYP3A4 substrate	+	0.7073	70.73%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.8974	89.74%
CYP3A4 inhibition	+	0.7144	71.44%
CYP2C9 inhibition	-	0.7382	73.82%
CYP2C19 inhibition	-	0.6192	61.92%
CYP2D6 inhibition	-	0.9281	92.81%
CYP1A2 inhibition	-	0.6430	64.30%
CYP2C8 inhibition	+	0.7385	73.85%
CYP inhibitory promiscuity	-	0.6080	60.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5079	50.79%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8916	89.16%
Skin irritation	-	0.6989	69.89%
Skin corrosion	-	0.9553	95.53%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7484	74.84%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.6214	62.14%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6537	65.37%
Acute Oral Toxicity (c)	III	0.4931	49.31%
Estrogen receptor binding	+	0.7611	76.11%
Androgen receptor binding	+	0.7066	70.66%
Thyroid receptor binding	+	0.6975	69.75%
Glucocorticoid receptor binding	+	0.8171	81.71%
Aromatase binding	+	0.5795	57.95%
PPAR gamma	+	0.7902	79.02%
Honey bee toxicity	-	0.6329	63.29%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
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
CHEMBL1951	P21397	Monoamine oxidase A	97.02%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.55%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.23%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.09%	99.23%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.18%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.06%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.78%	94.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.10%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.09%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	87.99%	97.79%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.91%	82.69%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.74%	83.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.33%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.54%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	84.51%	90.17%
CHEMBL5028	O14672	ADAM10	84.43%	97.50%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.18%	97.21%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.16%	93.03%

Plants that contains it

• Bruguiera cylindrica
• Ecbolium ligustrinum
• Euphorbia lathyris
• Jacobaea arnautorum
• Kalanchoe marmorata
• Littorella uniflora
• Machilus robusta
• Phegopteris subaurita
• Symphytum tuberosum
• Thymus quinquecostatus var. przewalskii
• Thymus transcaucasicus

Cross-Links

• PubChem: 45270942
• NPASS: NPC276652
• LOTUS: LTS0129253
• wikiData: Q104911432