31-Norcycloartenol

Details

• Internal ID: 5c6f3267-cc28-42f4-9803-457d08b46f97
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: (1S,3R,6S,7S,8S,11S,12S,15R,16R)-7,12,16-trimethyl-15-[(2R)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol
• SMILES (Canonical): CC1C2CCC3C4(CCC(C4(CCC35C2(C5)CCC1O)C)C(C)CCC=C(C)C)C
• SMILES (Isomeric): C[C@H]1[C@@H]2CC[C@H]3[C@@]4(CC[C@@H]([C@]4(CC[C@@]35[C@@]2(C5)CC[C@@H]1O)C)[C@H](C)CCC=C(C)C)C
• InChI: InChI=1S/C29H48O/c1-19(2)8-7-9-20(3)22-12-14-27(6)25-11-10-23-21(4)24(30)13-15-28(23)18-29(25,28)17-16-26(22,27)5/h8,20-25,30H,7,9-18H2,1-6H3/t20-,21+,22-,23+,24+,25+,26-,27+,28-,29+/m1/s1
• InChI Key: XZEUYTKSAYNYPK-WXPWFURYSA-N
• Popularity: 7 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₈O
• Molecular Weight: 412.70 g/mol
• Exact Mass: 412.370516150 g/mol
• Topological Polar Surface Area (TPSA): 20.20 Ų
• XlogP: 9.40
• Atomic LogP (AlogP): 7.78
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 29-Norcycloartenol
• 29-nor-cycloartenol
• CHEMBL441883
• 4alpha,14alpha-dimethyl-9beta,19-cyclo-5alpha-cholest-24-en-3beta-ol
• (1S,3R,6S,7S,8S,11S,12S,15R,16R)-7,12,16-trimethyl-15-[(2R)-6-methylhept-5-en-2-yl]pentacyclo[9.7.0.01,3.03,8.012,16]octadecan-6-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.6101	61.01%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4961	49.61%
OATP2B1 inhibitior	-	0.7204	72.04%
OATP1B1 inhibitior	+	0.8177	81.77%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8266	82.66%
P-glycoprotein inhibitior	-	0.6047	60.47%
P-glycoprotein substrate	-	0.6298	62.98%
CYP3A4 substrate	+	0.6368	63.68%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.6829	68.29%
CYP3A4 inhibition	-	0.8212	82.12%
CYP2C9 inhibition	-	0.6930	69.30%
CYP2C19 inhibition	-	0.7343	73.43%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	-	0.7988	79.88%
CYP2C8 inhibition	-	0.7769	77.69%
CYP inhibitory promiscuity	-	0.5880	58.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6198	61.98%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9455	94.55%
Skin irritation	+	0.5695	56.95%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	-	0.7760	77.60%
Human Ether-a-go-go-Related Gene inhibition	+	0.6833	68.33%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5982	59.82%
skin sensitisation	+	0.5578	55.78%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8328	83.28%
Acute Oral Toxicity (c)	III	0.7683	76.83%
Estrogen receptor binding	+	0.8559	85.59%
Androgen receptor binding	+	0.7716	77.16%
Thyroid receptor binding	+	0.6920	69.20%
Glucocorticoid receptor binding	+	0.7939	79.39%
Aromatase binding	+	0.7156	71.56%
PPAR gamma	+	0.6494	64.94%
Honey bee toxicity	-	0.7711	77.11%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9890	98.90%

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	97.21%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.72%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	92.94%	94.75%
CHEMBL3837	P07711	Cathepsin L	92.70%	96.61%
CHEMBL233	P35372	Mu opioid receptor	91.39%	97.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.48%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.18%	90.17%
CHEMBL325	Q13547	Histone deacetylase 1	89.38%	95.92%
CHEMBL2581	P07339	Cathepsin D	89.21%	98.95%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.21%	96.38%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	87.71%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.46%	94.45%
CHEMBL1914	P06276	Butyrylcholinesterase	87.24%	95.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.89%	96.61%
CHEMBL5203	P33316	dUTP pyrophosphatase	86.51%	99.18%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.55%	100.00%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	85.03%	96.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.02%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.90%	97.09%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	84.79%	99.17%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.73%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.88%	93.56%
CHEMBL237	P41145	Kappa opioid receptor	83.71%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.41%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.08%	92.94%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.08%	94.78%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.95%	82.69%
CHEMBL236	P41143	Delta opioid receptor	81.88%	99.35%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.88%	90.08%
CHEMBL2996	Q05655	Protein kinase C delta	81.86%	97.79%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.59%	93.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	81.46%	95.69%
CHEMBL1741186	P51449	Nuclear receptor ROR-gamma	80.50%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.26%	90.71%

Plants that contains it

• Adiantum caudatum
• Aglaia elaeagnoidea
• Bryum rutilans
• Corethrodendron multijugum
• Garcinia lucida
• Gossypium hirsutum
• Phlomis regelii
• Smilax glabra
• Symphoricarpos albus
• Xanthosoma robustum

Cross-Links

• PubChem: 14524546
• NPASS: NPC302041
• ChEMBL: CHEMBL441883
• LOTUS: LTS0060148
• wikiData: Q104253419