[(2R,3R,4R,4aR,4bR,8aR,10aS)-4-acetyloxy-2-ethenyl-10a-hydroxy-2,4b,8,8-tetramethyl-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-3-yl] 3-methylbut-2-enoate

Details

• Internal ID: 7b569339-70a1-4ed8-9ac7-2b710a42682e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(2R,3R,4R,4aR,4bR,8aR,10aS)-4-acetyloxy-2-ethenyl-10a-hydroxy-2,4b,8,8-tetramethyl-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-3-yl] 3-methylbut-2-enoate
• SMILES (Canonical): CC(=CC(=O)OC1C(C2C3(CCCC(C3CCC2(CC1(C)C=C)O)(C)C)C)OC(=O)C)C
• SMILES (Isomeric): CC(=CC(=O)O[C@H]1[C@@H]([C@H]2[C@@]3(CCCC([C@H]3CC[C@@]2(C[C@]1(C)C=C)O)(C)C)C)OC(=O)C)C
• InChI: InChI=1S/C27H42O5/c1-9-25(7)16-27(30)14-11-19-24(5,6)12-10-13-26(19,8)22(27)21(31-18(4)28)23(25)32-20(29)15-17(2)3/h9,15,19,21-23,30H,1,10-14,16H2,2-8H3/t19-,21-,22+,23+,25+,26-,27+/m1/s1
• InChI Key: WOYMJHZBAHCGIL-BYQJVEOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₂O₅
• Molecular Weight: 446.60 g/mol
• Exact Mass: 446.30322444 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.37
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

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	-	0.5211	52.11%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8399	83.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8868	88.68%
OATP1B3 inhibitior	-	0.3401	34.01%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6571	65.71%
BSEP inhibitior	+	0.9631	96.31%
P-glycoprotein inhibitior	+	0.6851	68.51%
P-glycoprotein substrate	-	0.7834	78.34%
CYP3A4 substrate	+	0.6890	68.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9171	91.71%
CYP3A4 inhibition	-	0.6189	61.89%
CYP2C9 inhibition	-	0.7875	78.75%
CYP2C19 inhibition	-	0.6535	65.35%
CYP2D6 inhibition	-	0.9555	95.55%
CYP1A2 inhibition	-	0.7369	73.69%
CYP2C8 inhibition	-	0.5599	55.99%
CYP inhibitory promiscuity	-	0.9674	96.74%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Non-required	0.6522	65.22%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.9215	92.15%
Skin irritation	+	0.6324	63.24%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7415	74.15%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7209	72.09%
skin sensitisation	-	0.6560	65.60%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4753	47.53%
Acute Oral Toxicity (c)	III	0.4187	41.87%
Estrogen receptor binding	+	0.8269	82.69%
Androgen receptor binding	+	0.6470	64.70%
Thyroid receptor binding	+	0.5618	56.18%
Glucocorticoid receptor binding	+	0.7351	73.51%
Aromatase binding	+	0.7034	70.34%
PPAR gamma	+	0.6342	63.42%
Honey bee toxicity	-	0.6508	65.08%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
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	97.76%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.20%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.30%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.95%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.31%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	92.06%	91.19%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.81%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.04%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.06%	91.24%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.30%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.64%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.54%	95.89%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.90%	91.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.79%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.35%	92.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.04%	93.03%
CHEMBL5028	O14672	ADAM10	82.62%	97.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.18%	92.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.73%	94.33%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.59%	95.36%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.00%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.82%	82.69%
CHEMBL4588	P22894	Matrix metalloproteinase 8	80.26%	94.66%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.26%	82.50%

Plants that contains it

• Ozothamnus adnatus

Cross-Links

• PubChem: 163044761
• LOTUS: LTS0122126
• wikiData: Q105309747