[(1S,2R,5R,7S,8S,9R,10R,11S,18S)-7,10-diacetyloxy-9-hydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-18-yl] acetate

Details

• Internal ID: 239c59db-3c71-4923-b219-296bb4188a47
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: [(1S,2R,5R,7S,8S,9R,10R,11S,18S)-7,10-diacetyloxy-9-hydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-18-yl] acetate
• SMILES (Canonical): CC(=O)OC1C2CCC3C1(C(C2=C)OC(=O)C)C4(C(C5C3(CCCC5(C)C)CO4)OC(=O)C)O
• SMILES (Isomeric): CC(=O)O[C@H]1[C@@H]2CC[C@H]3[C@]1([C@H](C2=C)OC(=O)C)[C@@]4([C@@H]([C@@H]5[C@@]3(CCCC5(C)C)CO4)OC(=O)C)O
• InChI: InChI=1S/C26H36O8/c1-13-17-8-9-18-24-11-7-10-23(5,6)19(24)22(34-16(4)29)26(30,31-12-24)25(18,20(13)32-14(2)27)21(17)33-15(3)28/h17-22,30H,1,7-12H2,2-6H3/t17-,18-,19+,20+,21+,22-,24+,25-,26+/m1/s1
• InChI Key: VOVXHSYTZHSKDD-DSEORVOCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₆O₈
• Molecular Weight: 476.60 g/mol
• Exact Mass: 476.24101810 g/mol
• Topological Polar Surface Area (TPSA): 108.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.91
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9651	96.51%
Caco-2	-	0.6770	67.70%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8192	81.92%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8620	86.20%
OATP1B3 inhibitior	+	0.8348	83.48%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5173	51.73%
BSEP inhibitior	+	0.6319	63.19%
P-glycoprotein inhibitior	+	0.6455	64.55%
P-glycoprotein substrate	-	0.7290	72.90%
CYP3A4 substrate	+	0.6348	63.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8611	86.11%
CYP3A4 inhibition	-	0.7523	75.23%
CYP2C9 inhibition	+	0.5110	51.10%
CYP2C19 inhibition	-	0.6894	68.94%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	-	0.5165	51.65%
CYP2C8 inhibition	+	0.6182	61.82%
CYP inhibitory promiscuity	-	0.8905	89.05%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6839	68.39%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.8236	82.36%
Skin irritation	-	0.5410	54.10%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4846	48.46%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5385	53.85%
skin sensitisation	-	0.8091	80.91%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4621	46.21%
Acute Oral Toxicity (c)	III	0.4450	44.50%
Estrogen receptor binding	+	0.8283	82.83%
Androgen receptor binding	+	0.6829	68.29%
Thyroid receptor binding	+	0.5479	54.79%
Glucocorticoid receptor binding	+	0.7063	70.63%
Aromatase binding	+	0.6673	66.73%
PPAR gamma	+	0.6570	65.70%
Honey bee toxicity	-	0.7739	77.39%
Biodegradation	-	0.6750	67.50%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.04%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.40%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.10%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.05%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.44%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	90.02%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.89%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.45%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.35%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.72%	95.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.63%	96.38%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.06%	82.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.76%	92.62%
CHEMBL233	P35372	Mu opioid receptor	83.80%	97.93%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.23%	91.24%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.16%	82.69%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.11%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.32%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.27%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.66%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	81.38%	92.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.58%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.28%	95.56%

Plants that contains it

• Isodon rubescens

Cross-Links

• PubChem: 162978904
• LOTUS: LTS0168738
• wikiData: Q105290472