(Z,5S,6S)-6-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-hydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhept-2-ene-1,5-diol

Details

• Internal ID: d962d47c-65a9-4343-96fe-585cfa5ffdd8
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (Z,5S,6S)-6-[(1S,3R,6S,8R,11S,12S,15R,16R)-6-hydroxy-7,7,12,16-tetramethyl-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl]-2-methylhept-2-ene-1,5-diol
• SMILES (Canonical): CC(C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)O)C)C)C(CC=C(C)CO)O
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)O)C)C)[C@H](C/C=C(/C)\CO)O
• InChI: InChI=1S/C30H50O3/c1-19(17-31)7-8-22(32)20(2)21-11-13-28(6)24-10-9-23-26(3,4)25(33)12-14-29(23)18-30(24,29)16-15-27(21,28)5/h7,20-25,31-33H,8-18H2,1-6H3/b19-7-/t20-,21+,22-,23-,24-,25-,27+,28-,29+,30-/m0/s1
• InChI Key: IRZGNRSHJHHKAG-QHXXCARSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₃
• Molecular Weight: 458.70 g/mol
• Exact Mass: 458.37599545 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 7.40
• Atomic LogP (AlogP): 6.11
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	-	0.5876	58.76%
Blood Brain Barrier	+	0.6135	61.35%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5657	56.57%
OATP2B1 inhibitior	-	0.5702	57.02%
OATP1B1 inhibitior	+	0.8962	89.62%
OATP1B3 inhibitior	+	0.9660	96.60%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5676	56.76%
BSEP inhibitior	+	0.7721	77.21%
P-glycoprotein inhibitior	-	0.6023	60.23%
P-glycoprotein substrate	-	0.6451	64.51%
CYP3A4 substrate	+	0.6250	62.50%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.7194	71.94%
CYP3A4 inhibition	-	0.7734	77.34%
CYP2C9 inhibition	-	0.7229	72.29%
CYP2C19 inhibition	-	0.8961	89.61%
CYP2D6 inhibition	-	0.9266	92.66%
CYP1A2 inhibition	-	0.8771	87.71%
CYP2C8 inhibition	-	0.6546	65.46%
CYP inhibitory promiscuity	-	0.6421	64.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6626	66.26%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9500	95.00%
Skin irritation	-	0.6235	62.35%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7842	78.42%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6897	68.97%
skin sensitisation	-	0.7051	70.51%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8101	81.01%
Acute Oral Toxicity (c)	III	0.6548	65.48%
Estrogen receptor binding	+	0.7511	75.11%
Androgen receptor binding	+	0.7519	75.19%
Thyroid receptor binding	+	0.6332	63.32%
Glucocorticoid receptor binding	+	0.7905	79.05%
Aromatase binding	+	0.7543	75.43%
PPAR gamma	+	0.6221	62.21%
Honey bee toxicity	-	0.7802	78.02%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9794	97.94%

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	97.37%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.56%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.45%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.62%	98.95%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.53%	98.75%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.48%	92.86%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	88.08%	97.29%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.34%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	87.11%	97.79%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.56%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.48%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.77%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.38%	94.45%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	84.62%	95.58%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.18%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.00%	89.05%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.95%	98.05%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.66%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.35%	93.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.88%	90.24%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.32%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.22%	96.61%
CHEMBL206	P03372	Estrogen receptor alpha	80.56%	97.64%
CHEMBL237	P41145	Kappa opioid receptor	80.08%	98.10%

Plants that contains it

• Thalictrum fortunei

Cross-Links

• PubChem: 15935987
• LOTUS: LTS0226978
• wikiData: Q105119314