[(1S,2R,5S,7R,8R,12S)-7-acetyloxy-2,8,12-trimethyl-10-oxo-5-prop-1-en-2-ylcyclotetradecyl] acetate

Details

• Internal ID: d89a404b-40e2-4e06-8665-bbdc824576d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Cembrane diterpenoids
• IUPAC Name: [(1S,2R,5S,7R,8R,12S)-7-acetyloxy-2,8,12-trimethyl-10-oxo-5-prop-1-en-2-ylcyclotetradecyl] acetate
• SMILES (Canonical): CC1CCC(C(CCC(CC(C(CC(=O)C1)C)OC(=O)C)C(=C)C)C)OC(=O)C
• SMILES (Isomeric): C[C@H]1CC[C@@H]([C@@H](CC[C@@H](C[C@H]([C@@H](CC(=O)C1)C)OC(=O)C)C(=C)C)C)OC(=O)C
• InChI: InChI=1S/C24H40O5/c1-15(2)21-10-9-17(4)23(28-19(6)25)11-8-16(3)12-22(27)13-18(5)24(14-21)29-20(7)26/h16-18,21,23-24H,1,8-14H2,2-7H3/t16-,17+,18+,21-,23-,24+/m0/s1
• InChI Key: PNHZFSKZAUPBFM-KBDINURASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₄₀O₅
• Molecular Weight: 408.60 g/mol
• Exact Mass: 408.28757437 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.26
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9898	98.98%
Caco-2	+	0.6457	64.57%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7906	79.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9298	92.98%
OATP1B3 inhibitior	+	0.9126	91.26%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8933	89.33%
P-glycoprotein inhibitior	+	0.7085	70.85%
P-glycoprotein substrate	-	0.7396	73.96%
CYP3A4 substrate	+	0.5942	59.42%
CYP2C9 substrate	-	0.5963	59.63%
CYP2D6 substrate	-	0.8711	87.11%
CYP3A4 inhibition	-	0.6722	67.22%
CYP2C9 inhibition	-	0.8943	89.43%
CYP2C19 inhibition	-	0.7987	79.87%
CYP2D6 inhibition	-	0.9212	92.12%
CYP1A2 inhibition	-	0.6998	69.98%
CYP2C8 inhibition	-	0.7092	70.92%
CYP inhibitory promiscuity	-	0.9375	93.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8171	81.71%
Carcinogenicity (trinary)	Non-required	0.6752	67.52%
Eye corrosion	-	0.9464	94.64%
Eye irritation	-	0.7398	73.98%
Skin irritation	-	0.5827	58.27%
Skin corrosion	-	0.9849	98.49%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7694	76.94%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.6397	63.97%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.6497	64.97%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.6857	68.57%
Acute Oral Toxicity (c)	III	0.7026	70.26%
Estrogen receptor binding	+	0.6691	66.91%
Androgen receptor binding	-	0.6181	61.81%
Thyroid receptor binding	-	0.5989	59.89%
Glucocorticoid receptor binding	+	0.6535	65.35%
Aromatase binding	-	0.5524	55.24%
PPAR gamma	+	0.5843	58.43%
Honey bee toxicity	-	0.7433	74.33%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9971	99.71%

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	94.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.97%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.38%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.74%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.61%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	89.46%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.75%	85.14%
CHEMBL1902	P62942	FK506-binding protein 1A	82.22%	97.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.97%	95.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.12%	97.33%
CHEMBL217	P14416	Dopamine D2 receptor	80.36%	95.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163046380
• LOTUS: LTS0231468
• wikiData: Q105211944