[4-Acetyloxy-3,12-dihydroxy-3,9-dimethyl-13-methylidene-5-(3-methylsulfinylpropanoyloxy)-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-9-yl] butanoate

Details

• Internal ID: c1cf8694-d105-4c8c-b34c-ff0c99c9ddf7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Eunicellane and asbestinane diterpenoids
• IUPAC Name: [4-acetyloxy-3,12-dihydroxy-3,9-dimethyl-13-methylidene-5-(3-methylsulfinylpropanoyloxy)-6-propan-2-yl-15-oxatricyclo[6.6.1.02,7]pentadecan-9-yl] butanoate
• SMILES (Canonical): CCCC(=O)OC1(CCC(C(=C)CC2C3C(C1O2)C(C(C(C3(C)O)OC(=O)C)OC(=O)CCS(=O)C)C(C)C)O)C
• SMILES (Isomeric): CCCC(=O)OC1(CCC(C(=C)CC2C3C(C1O2)C(C(C(C3(C)O)OC(=O)C)OC(=O)CCS(=O)C)C(C)C)O)C
• InChI: InChI=1S/C30H48O10S/c1-9-10-22(34)40-29(6)13-11-19(32)17(4)15-20-25-24(27(29)38-20)23(16(2)3)26(39-21(33)12-14-41(8)36)28(30(25,7)35)37-18(5)31/h16,19-20,23-28,32,35H,4,9-15H2,1-3,5-8H3
• InChI Key: HTSABVDYBJWUCZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₁₀S
• Molecular Weight: 600.80 g/mol
• Exact Mass: 600.29681890 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.84
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9855	98.55%
Caco-2	-	0.7918	79.18%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4944	49.44%
OATP2B1 inhibitior	-	0.7168	71.68%
OATP1B1 inhibitior	+	0.8277	82.77%
OATP1B3 inhibitior	+	0.9268	92.68%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6292	62.92%
BSEP inhibitior	+	0.7912	79.12%
P-glycoprotein inhibitior	+	0.7178	71.78%
P-glycoprotein substrate	+	0.7011	70.11%
CYP3A4 substrate	+	0.6993	69.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8546	85.46%
CYP3A4 inhibition	+	0.8066	80.66%
CYP2C9 inhibition	-	0.6685	66.85%
CYP2C19 inhibition	-	0.6771	67.71%
CYP2D6 inhibition	-	0.8787	87.87%
CYP1A2 inhibition	-	0.7008	70.08%
CYP2C8 inhibition	+	0.5843	58.43%
CYP inhibitory promiscuity	-	0.9104	91.04%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.6133	61.33%
Eye corrosion	-	0.9786	97.86%
Eye irritation	-	0.9161	91.61%
Skin irritation	-	0.7114	71.14%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	-	0.7270	72.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6342	63.42%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	+	0.6387	63.87%
skin sensitisation	-	0.8374	83.74%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5949	59.49%
Acute Oral Toxicity (c)	III	0.4906	49.06%
Estrogen receptor binding	+	0.7249	72.49%
Androgen receptor binding	+	0.5738	57.38%
Thyroid receptor binding	-	0.4922	49.22%
Glucocorticoid receptor binding	+	0.7370	73.70%
Aromatase binding	+	0.7254	72.54%
PPAR gamma	+	0.5852	58.52%
Honey bee toxicity	-	0.6827	68.27%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9945	99.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.13%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.78%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.76%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.54%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.35%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	94.23%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	93.15%	91.19%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	91.64%	82.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.99%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.81%	96.61%
CHEMBL5255	O00206	Toll-like receptor 4	88.09%	92.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.79%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	87.45%	97.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.25%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.55%	97.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.53%	94.33%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	86.34%	92.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.25%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.15%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.47%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.59%	95.89%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	83.14%	97.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.02%	95.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.98%	89.05%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.57%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.41%	93.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.24%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.76%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.35%	86.33%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.56%	92.88%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.20%	89.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.09%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 75152960
• LOTUS: LTS0023715
• wikiData: Q105033589