(E,2S)-6-[(1S,3R)-6-methoxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhept-3-ene-1,2-diol

Details

• Internal ID: f5d97eed-5b58-44e3-a234-e5c58986080e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (E,2S)-6-[(1S,3R)-6-methoxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhept-3-ene-1,2-diol
• SMILES (Canonical): CC(CC=CC(C)(CO)O)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)OC)C)C
• SMILES (Isomeric): CC(C/C=C/[C@@](C)(CO)O)C1CCC2(C1(CC[C@]34C2CCC5[C@]3(C4)CCC(C5(C)C)OC)C)C
• InChI: InChI=1S/C31H52O3/c1-21(9-8-14-27(4,33)20-32)22-12-15-29(6)24-11-10-23-26(2,3)25(34-7)13-16-30(23)19-31(24,30)18-17-28(22,29)5/h8,14,21-25,32-33H,9-13,15-20H2,1-7H3/b14-8+/t21?,22?,23?,24?,25?,27-,28?,29?,30+,31-/m0/s1
• InChI Key: ACBZJSPQDSYGEW-OAEJQKEQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₂O₃
• Molecular Weight: 472.70 g/mol
• Exact Mass: 472.39164552 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 6.77
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9827	98.27%
Caco-2	-	0.6318	63.18%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6434	64.34%
OATP2B1 inhibitior	-	0.5734	57.34%
OATP1B1 inhibitior	+	0.8427	84.27%
OATP1B3 inhibitior	+	0.9300	93.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7542	75.42%
BSEP inhibitior	+	0.8066	80.66%
P-glycoprotein inhibitior	-	0.4931	49.31%
P-glycoprotein substrate	-	0.5924	59.24%
CYP3A4 substrate	+	0.6630	66.30%
CYP2C9 substrate	-	0.5818	58.18%
CYP2D6 substrate	-	0.7972	79.72%
CYP3A4 inhibition	-	0.8197	81.97%
CYP2C9 inhibition	-	0.6379	63.79%
CYP2C19 inhibition	-	0.7534	75.34%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.7634	76.34%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8517	85.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7183	71.83%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9432	94.32%
Skin irritation	-	0.6393	63.93%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	-	0.6828	68.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.7726	77.26%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6146	61.46%
skin sensitisation	-	0.7690	76.90%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7466	74.66%
Acute Oral Toxicity (c)	III	0.6024	60.24%
Estrogen receptor binding	+	0.7933	79.33%
Androgen receptor binding	+	0.7345	73.45%
Thyroid receptor binding	+	0.6305	63.05%
Glucocorticoid receptor binding	+	0.7879	78.79%
Aromatase binding	+	0.7553	75.53%
PPAR gamma	+	0.6425	64.25%
Honey bee toxicity	-	0.7194	71.94%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9257	92.57%

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	98.66%	97.25%
CHEMBL240	Q12809	HERG	96.88%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.64%	96.09%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	92.76%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	92.59%	97.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.00%	91.11%
CHEMBL233	P35372	Mu opioid receptor	91.92%	97.93%
CHEMBL2996	Q05655	Protein kinase C delta	91.64%	97.79%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.46%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.43%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.36%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.83%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.05%	97.14%
CHEMBL2885	P07451	Carbonic anhydrase III	87.59%	87.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.38%	96.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.21%	100.00%
CHEMBL1977	P11473	Vitamin D receptor	86.10%	99.43%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.91%	91.07%
CHEMBL1937	Q92769	Histone deacetylase 2	85.42%	94.75%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.17%	93.00%
CHEMBL2581	P07339	Cathepsin D	85.12%	98.95%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.69%	92.88%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.15%	98.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.60%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.40%	96.61%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.23%	92.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.20%	92.94%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.72%	90.93%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.62%	89.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.31%	95.56%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.08%	97.50%

Plants that contains it

• Alpinia galanga

Cross-Links

• PubChem: 5319421
• NPASS: NPC203646