(5aR,9S,11aS,13bR)-9-methoxy-3a,5a,8,8,11a,13a-hexamethyl-3-propan-2-yl-2,3,4,5,5b,6,7,7a,9,10,11,13b-dodecahydro-1H-cyclopenta[a]chrysen-13-one

Details

• Internal ID: b2787761-ed3e-4015-a98a-13aa4a603e36
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (5aR,9S,11aS,13bR)-9-methoxy-3a,5a,8,8,11a,13a-hexamethyl-3-propan-2-yl-2,3,4,5,5b,6,7,7a,9,10,11,13b-dodecahydro-1H-cyclopenta[a]chrysen-13-one
• SMILES (Canonical): CC(C)C1CCC2C1(CCC3(C2(C(=O)C=C4C3CCC5C4(CCC(C5(C)C)OC)C)C)C)C
• SMILES (Isomeric): CC(C)C1CC[C@@H]2C1(CC[C@]3(C2(C(=O)C=C4C3CCC5[C@@]4(CC[C@@H](C5(C)C)OC)C)C)C)C
• InChI: InChI=1S/C31H50O2/c1-19(2)20-10-13-24-29(20,6)16-17-30(7)21-11-12-23-27(3,4)26(33-9)14-15-28(23,5)22(21)18-25(32)31(24,30)8/h18-21,23-24,26H,10-17H2,1-9H3/t20?,21?,23?,24-,26+,28-,29?,30-,31?/m1/s1
• InChI Key: BMSSSZNCSVGIIS-DWEITNOUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₀O₂
• Molecular Weight: 454.70 g/mol
• Exact Mass: 454.381080833 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 8.40
• Atomic LogP (AlogP): 7.86
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5791	57.91%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7157	71.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8511	85.11%
OATP1B3 inhibitior	+	0.9689	96.89%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5110	51.10%
P-glycoprotein inhibitior	+	0.6137	61.37%
P-glycoprotein substrate	-	0.7302	73.02%
CYP3A4 substrate	+	0.6556	65.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8739	87.39%
CYP3A4 inhibition	-	0.8029	80.29%
CYP2C9 inhibition	-	0.8319	83.19%
CYP2C19 inhibition	+	0.5700	57.00%
CYP2D6 inhibition	-	0.9503	95.03%
CYP1A2 inhibition	-	0.8754	87.54%
CYP2C8 inhibition	-	0.7121	71.21%
CYP inhibitory promiscuity	-	0.7673	76.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9520	95.20%
Carcinogenicity (trinary)	Non-required	0.4695	46.95%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9393	93.93%
Skin irritation	+	0.4948	49.48%
Skin corrosion	-	0.9836	98.36%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4388	43.88%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5282	52.82%
skin sensitisation	+	0.5438	54.38%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7494	74.94%
Acute Oral Toxicity (c)	III	0.7602	76.02%
Estrogen receptor binding	+	0.8270	82.70%
Androgen receptor binding	+	0.7498	74.98%
Thyroid receptor binding	+	0.7046	70.46%
Glucocorticoid receptor binding	+	0.8055	80.55%
Aromatase binding	+	0.6707	67.07%
PPAR gamma	+	0.6463	64.63%
Honey bee toxicity	-	0.5604	56.04%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9881	98.81%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.60%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.39%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.79%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.45%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.05%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.93%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.84%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.95%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.84%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.62%	82.69%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	86.20%	94.78%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.02%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.70%	96.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.83%	85.14%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.21%	99.18%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.65%	95.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.14%	94.00%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.44%	95.00%
CHEMBL1871	P10275	Androgen Receptor	80.35%	96.43%
CHEMBL5255	O00206	Toll-like receptor 4	80.25%	92.50%

Plants that contains it

• Artemisia scoparia
• Crataegus pinnatifida
• Ephedra equisetina
• Equisetum hyemale
• Hippophae rhamnoides
• Spinacia oleracea
• Stemona tuberosa
• Urtica dioica

Cross-Links

• PubChem: 5320321
• NPASS: NPC232440