(Z,6S)-2-methyl-6-[[(1S,3R,6S,12S,15S,16R)-7,7,12,15,16-pentamethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]hept-3-en-2-ol

Details

• Internal ID: 5a8518b7-8840-46e0-87d9-4666e7b3e5a9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (Z,6S)-2-methyl-6-[[(1S,3R,6S,12S,15S,16R)-7,7,12,15,16-pentamethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]oxy]hept-3-en-2-ol
• InChI: InChI=1S/C31H52O2/c1-21-13-16-29(8)24-12-11-23-27(5,6)25(33-22(2)10-9-15-26(3,4)32)14-17-30(23)20-31(24,30)19-18-28(21,29)7/h9,15,21-25,32H,10-14,16-20H2,1-8H3/b15-9-/t21-,22-,23?,24?,25-,28+,29-,30+,31-/m0/s1
• InChI Key: XAZUSEKHUAZKNO-BZMZKZLRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₂O₂
• Molecular Weight: 456.70 g/mol
• Exact Mass: 456.396730897 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 8.70
• Atomic LogP (AlogP): 7.94
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9949	99.49%
Caco-2	-	0.5679	56.79%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5252	52.52%
OATP2B1 inhibitior	-	0.7177	71.77%
OATP1B1 inhibitior	+	0.8418	84.18%
OATP1B3 inhibitior	+	0.8934	89.34%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7843	78.43%
P-glycoprotein inhibitior	-	0.4835	48.35%
P-glycoprotein substrate	-	0.6669	66.69%
CYP3A4 substrate	+	0.6492	64.92%
CYP2C9 substrate	-	0.5754	57.54%
CYP2D6 substrate	-	0.7686	76.86%
CYP3A4 inhibition	-	0.8865	88.65%
CYP2C9 inhibition	-	0.7703	77.03%
CYP2C19 inhibition	-	0.6297	62.97%
CYP2D6 inhibition	-	0.9512	95.12%
CYP1A2 inhibition	-	0.7073	70.73%
CYP2C8 inhibition	+	0.4885	48.85%
CYP inhibitory promiscuity	-	0.6527	65.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.6534	65.34%
Eye corrosion	-	0.9813	98.13%
Eye irritation	-	0.9119	91.19%
Skin irritation	+	0.4908	49.08%
Skin corrosion	-	0.9552	95.52%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7832	78.32%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5733	57.33%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7976	79.76%
Acute Oral Toxicity (c)	III	0.7919	79.19%
Estrogen receptor binding	+	0.8415	84.15%
Androgen receptor binding	+	0.6623	66.23%
Thyroid receptor binding	+	0.6818	68.18%
Glucocorticoid receptor binding	+	0.7892	78.92%
Aromatase binding	+	0.7854	78.54%
PPAR gamma	+	0.5866	58.66%
Honey bee toxicity	-	0.7471	74.71%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9856	98.56%

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	99.67%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.91%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.65%	91.11%
CHEMBL206	P03372	Estrogen receptor alpha	94.54%	97.64%
CHEMBL2996	Q05655	Protein kinase C delta	92.24%	97.79%
CHEMBL240	Q12809	HERG	92.13%	89.76%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	88.16%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.22%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.21%	95.89%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.04%	83.57%
CHEMBL2581	P07339	Cathepsin D	86.73%	98.95%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	86.40%	91.03%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.73%	92.86%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.07%	92.88%
CHEMBL1937	Q92769	Histone deacetylase 2	84.80%	94.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.42%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.34%	98.75%
CHEMBL5203	P33316	dUTP pyrophosphatase	84.11%	99.18%
CHEMBL236	P41143	Delta opioid receptor	84.04%	99.35%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.58%	97.47%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	83.38%	96.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.05%	100.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.94%	96.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.35%	91.07%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.25%	95.71%
CHEMBL1977	P11473	Vitamin D receptor	81.94%	99.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.68%	94.45%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.15%	90.24%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.37%	96.61%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.35%	97.14%

Plants that contains it

• Euphorbia bupleuroides

Cross-Links

• PubChem: 162817210
• LOTUS: LTS0115025
• wikiData: Q105324261