[(3S,4S,6R,7S,11S)-6-hydroxy-3,10,14-trimethyl-13-oxo-6-propan-2-yl-4-tricyclo[9.3.0.03,7]tetradeca-1(14),9-dienyl] acetate

Details

• Internal ID: 6906499c-cc06-42d5-8911-cf3633204380
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Fusicoccane diterpenoids
• IUPAC Name: [(3S,4S,6R,7S,11S)-6-hydroxy-3,10,14-trimethyl-13-oxo-6-propan-2-yl-4-tricyclo[9.3.0.03,7]tetradeca-1(14),9-dienyl] acetate
• InChI: InChI=1S/C22H32O4/c1-12(2)22(25)11-20(26-15(5)23)21(6)10-17-14(4)18(24)9-16(17)13(3)7-8-19(21)22/h7,12,16,19-20,25H,8-11H2,1-6H3/t16-,19-,20-,21-,22+/m0/s1
• InChI Key: YDMMAWOPEAEISR-ADNIJMRFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₄
• Molecular Weight: 360.50 g/mol
• Exact Mass: 360.23005950 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.6604	66.04%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8056	80.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8942	89.42%
OATP1B3 inhibitior	+	0.8187	81.87%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7920	79.20%
P-glycoprotein inhibitior	-	0.5282	52.82%
P-glycoprotein substrate	-	0.7358	73.58%
CYP3A4 substrate	+	0.6422	64.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9177	91.77%
CYP3A4 inhibition	-	0.7830	78.30%
CYP2C9 inhibition	-	0.7904	79.04%
CYP2C19 inhibition	-	0.8125	81.25%
CYP2D6 inhibition	-	0.9648	96.48%
CYP1A2 inhibition	-	0.7264	72.64%
CYP2C8 inhibition	-	0.7404	74.04%
CYP inhibitory promiscuity	-	0.9604	96.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5816	58.16%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9195	91.95%
Skin irritation	+	0.5749	57.49%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7622	76.22%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7005	70.05%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6727	67.27%
Acute Oral Toxicity (c)	II	0.3802	38.02%
Estrogen receptor binding	+	0.8030	80.30%
Androgen receptor binding	+	0.6053	60.53%
Thyroid receptor binding	+	0.6595	65.95%
Glucocorticoid receptor binding	+	0.7985	79.85%
Aromatase binding	-	0.5894	58.94%
PPAR gamma	+	0.6695	66.95%
Honey bee toxicity	-	0.7772	77.72%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6550	65.50%
Fish aquatic toxicity	+	0.9948	99.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.83%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.61%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.45%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.91%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.56%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.84%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.99%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.65%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.75%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.47%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.12%	93.56%
CHEMBL1937	Q92769	Histone deacetylase 2	80.75%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.50%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.32%	82.69%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162817627
• LOTUS: LTS0004994
• wikiData: Q105346826