[(1S,3R,6R,7S,8S,11S,12S,15R,16R)-7,12,16-trimethyl-15-[(2R)-6-methyl-5-oxoheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate

Details

• Internal ID: 94f98b4b-b4df-4e68-9a7a-b0c8e7f1b3fc
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [(1S,3R,6R,7S,8S,11S,12S,15R,16R)-7,12,16-trimethyl-15-[(2R)-6-methyl-5-oxoheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] acetate
• SMILES (Canonical): CC1C2CCC3C4(CCC(C4(CCC35C2(C5)CCC1OC(=O)C)C)C(C)CCC(=O)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]1OC(=O)C)C)[C@H](C)CCC(=O)C(C)C)C
• InChI: InChI=1S/C31H50O3/c1-19(2)25(33)10-8-20(3)23-12-14-29(7)27-11-9-24-21(4)26(34-22(5)32)13-15-30(24)18-31(27,30)17-16-28(23,29)6/h19-21,23-24,26-27H,8-18H2,1-7H3/t20-,21+,23-,24+,26-,27+,28-,29+,30-,31+/m1/s1
• InChI Key: MFJNHWBWIPQHAM-HYPAYZJTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₀O₃
• Molecular Weight: 470.70 g/mol
• Exact Mass: 470.37599545 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 7.61
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	-	0.6620	66.20%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7981	79.81%
OATP2B1 inhibitior	-	0.7040	70.40%
OATP1B1 inhibitior	+	0.8415	84.15%
OATP1B3 inhibitior	+	0.9506	95.06%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8639	86.39%
P-glycoprotein inhibitior	+	0.6377	63.77%
P-glycoprotein substrate	-	0.6091	60.91%
CYP3A4 substrate	+	0.6917	69.17%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.8427	84.27%
CYP3A4 inhibition	-	0.8906	89.06%
CYP2C9 inhibition	-	0.6752	67.52%
CYP2C19 inhibition	-	0.7149	71.49%
CYP2D6 inhibition	-	0.9625	96.25%
CYP1A2 inhibition	-	0.9399	93.99%
CYP2C8 inhibition	-	0.5818	58.18%
CYP inhibitory promiscuity	-	0.8921	89.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6442	64.42%
Eye corrosion	-	0.9839	98.39%
Eye irritation	-	0.8802	88.02%
Skin irritation	-	0.6228	62.28%
Skin corrosion	-	0.9437	94.37%
Ames mutagenesis	-	0.7282	72.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.4450	44.50%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6455	64.55%
skin sensitisation	-	0.6564	65.64%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7289	72.89%
Acute Oral Toxicity (c)	III	0.7362	73.62%
Estrogen receptor binding	+	0.8006	80.06%
Androgen receptor binding	+	0.7660	76.60%
Thyroid receptor binding	+	0.5450	54.50%
Glucocorticoid receptor binding	+	0.7429	74.29%
Aromatase binding	+	0.6613	66.13%
PPAR gamma	+	0.6572	65.72%
Honey bee toxicity	-	0.6495	64.95%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5755	57.55%
Fish aquatic toxicity	+	0.9955	99.55%

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	98.01%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.57%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.75%	98.95%
CHEMBL3837	P07711	Cathepsin L	93.43%	96.61%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	90.19%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	89.83%	91.19%
CHEMBL2996	Q05655	Protein kinase C delta	89.07%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.88%	94.45%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.73%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.67%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.35%	89.05%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	86.12%	95.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.97%	96.61%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.30%	96.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.04%	92.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.73%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.80%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.58%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.35%	93.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.27%	91.24%
CHEMBL221	P23219	Cyclooxygenase-1	83.06%	90.17%
CHEMBL3045	P05771	Protein kinase C beta	82.68%	97.63%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.53%	82.69%
CHEMBL233	P35372	Mu opioid receptor	82.51%	97.93%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.36%	98.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.06%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.90%	89.50%
CHEMBL1937	Q92769	Histone deacetylase 2	81.50%	94.75%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	80.98%	99.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.66%	99.18%
CHEMBL237	P41145	Kappa opioid receptor	80.35%	98.10%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.14%	90.24%

Plants that contains it

• Abutilon grandiflorum
• Aniba parviflora
• Cajanus cajan
• Euphorbia kopetdaghi
• Ipomoea muelleri
• Liabum bourgeaui
• Pluchea sericea
• Prunus japonica
• Quercus variabilis
• Reissantia indica
• Sanguisorba minor
• Sinocrassula indica
• Thapsia transtagana
• Thryptomene kochii
• Toxicopueraria peduncularis
• Uncaria lancifolia
• Valeriana cardamines
• Viburnum rhytidophyllum

Cross-Links

• PubChem: 72708917
• NPASS: NPC270573