[(1S,3R,6R,7S,8S,9S,10S,11S,14S,16S)-6-acetyl-8-acetyloxy-14-hydroxy-7,11-dimethyl-2-oxapentacyclo[8.8.0.01,3.03,7.011,16]octadecan-9-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: a4676e01-0ffd-4f79-9020-5f4040bfb672
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid esters
• IUPAC Name: [(1S,3R,6R,7S,8S,9S,10S,11S,14S,16S)-6-acetyl-8-acetyloxy-14-hydroxy-7,11-dimethyl-2-oxapentacyclo[8.8.0.01,3.03,7.011,16]octadecan-9-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C2C3(CCC(CC3CCC24C5(O4)CCC(C5(C1OC(=O)C)C)C(=O)C)O)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1[C@@H]2[C@]3(CC[C@@H](C[C@@H]3CC[C@@]24[C@@]5(O4)CC[C@H]([C@]5([C@@H]1OC(=O)C)C)C(=O)C)O)C
• InChI: InChI=1S/C28H40O7/c1-7-15(2)24(32)34-21-22-25(5)11-9-19(31)14-18(25)8-12-27(22)28(35-27)13-10-20(16(3)29)26(28,6)23(21)33-17(4)30/h7,18-23,31H,8-14H2,1-6H3/b15-7+/t18-,19-,20-,21-,22+,23+,25-,26-,27-,28+/m0/s1
• InChI Key: XDHLAESUIKYUHC-LBNAZWQZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₇
• Molecular Weight: 488.60 g/mol
• Exact Mass: 488.27740361 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.90
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 11ALPHA-O-TIGLOYL-12BETA-O-ACETYLTENACIGENIN B
• 11|A-O-Tigloyl-12|A-O-acetyltenacigenin B
• orb1941312
• HY-N12436
• CS-0906686
• G89180
• [(1S,3R,6R,7S,8S,9S,10S,11S,14S,16S)-6-acetyl-8-acetyloxy-14-hydroxy-7,11-dimethyl-2-oxapentacyclo[8.8.0.01,3.03,7.011,16]octadecan-9-yl] (E)-2-methylbut-2-enoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9831	98.31%
Caco-2	-	0.5551	55.51%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6932	69.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7859	78.59%
OATP1B3 inhibitior	+	0.8714	87.14%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7124	71.24%
BSEP inhibitior	+	0.9620	96.20%
P-glycoprotein inhibitior	+	0.6788	67.88%
P-glycoprotein substrate	-	0.6218	62.18%
CYP3A4 substrate	+	0.7161	71.61%
CYP2C9 substrate	-	0.8191	81.91%
CYP2D6 substrate	-	0.8898	88.98%
CYP3A4 inhibition	-	0.6320	63.20%
CYP2C9 inhibition	-	0.6691	66.91%
CYP2C19 inhibition	-	0.6609	66.09%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.5459	54.59%
CYP2C8 inhibition	-	0.5859	58.59%
CYP inhibitory promiscuity	-	0.9512	95.12%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6168	61.68%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9232	92.32%
Skin irritation	+	0.5736	57.36%
Skin corrosion	-	0.9199	91.99%
Ames mutagenesis	-	0.6515	65.15%
Human Ether-a-go-go-Related Gene inhibition	+	0.6907	69.07%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.7315	73.15%
skin sensitisation	-	0.8252	82.52%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.8215	82.15%
Acute Oral Toxicity (c)	IV	0.4192	41.92%
Estrogen receptor binding	+	0.8386	83.86%
Androgen receptor binding	+	0.7196	71.96%
Thyroid receptor binding	+	0.5286	52.86%
Glucocorticoid receptor binding	+	0.8003	80.03%
Aromatase binding	+	0.7415	74.15%
PPAR gamma	+	0.6452	64.52%
Honey bee toxicity	-	0.6811	68.11%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9906	99.06%

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	96.00%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.86%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.90%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.89%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	90.61%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	88.26%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.88%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.05%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.87%	89.00%
CHEMBL325	Q13547	Histone deacetylase 1	85.43%	95.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.06%	95.89%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.68%	92.88%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.80%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.26%	82.69%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.39%	82.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.29%	97.14%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.78%	96.38%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.58%	92.62%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.50%	97.28%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	81.02%	91.65%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.76%	93.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.19%	92.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.17%	91.07%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.05%	89.50%

Plants that contains it

• Gongronemopsis tenacissima

Cross-Links

• PubChem: 163057966
• LOTUS: LTS0011031
• wikiData: Q105325711