(3S,5R,8R,9R,10R,13R,14R,17S)-17-[(2R,5S)-2-hydroxy-5,6-dimethylhept-6-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

Details

• Internal ID: 5e42a3f1-46b8-4d49-bbf3-5c81b087cac0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,5R,8R,9R,10R,13R,14R,17S)-17-[(2R,5S)-2-hydroxy-5,6-dimethylhept-6-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• SMILES (Canonical): CC(CCC(C)(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)O)C)C)C)O)C(=C)C
• SMILES (Isomeric): C[C@@H](CC[C@](C)([C@H]1CC[C@@]2([C@@H]1CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C)O)C(=C)C
• InChI: InChI=1S/C31H54O2/c1-20(2)21(3)12-19-31(9,33)23-13-17-29(7)22(23)10-11-25-28(6)16-15-26(32)27(4,5)24(28)14-18-30(25,29)8/h21-26,32-33H,1,10-19H2,2-9H3/t21-,22+,23-,24-,25+,26-,28-,29+,30+,31+/m0/s1
• InChI Key: BPDZJMCTHRVRNC-HRAGAMGESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₄O₂
• Molecular Weight: 458.80 g/mol
• Exact Mass: 458.412380961 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 9.00
• Atomic LogP (AlogP): 7.78
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	-	0.5644	56.44%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4758	47.58%
OATP2B1 inhibitior	-	0.5749	57.49%
OATP1B1 inhibitior	+	0.9047	90.47%
OATP1B3 inhibitior	+	0.8695	86.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5562	55.62%
P-glycoprotein inhibitior	-	0.6605	66.05%
P-glycoprotein substrate	-	0.7307	73.07%
CYP3A4 substrate	+	0.6736	67.36%
CYP2C9 substrate	-	0.5811	58.11%
CYP2D6 substrate	-	0.7340	73.40%
CYP3A4 inhibition	-	0.7968	79.68%
CYP2C9 inhibition	-	0.9229	92.29%
CYP2C19 inhibition	-	0.7885	78.85%
CYP2D6 inhibition	-	0.9488	94.88%
CYP1A2 inhibition	-	0.8874	88.74%
CYP2C8 inhibition	-	0.6775	67.75%
CYP inhibitory promiscuity	-	0.5600	56.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6374	63.74%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9244	92.44%
Skin irritation	+	0.5158	51.58%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.7537	75.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7065	70.65%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.7448	74.48%
skin sensitisation	+	0.5538	55.38%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.8961	89.61%
Acute Oral Toxicity (c)	I	0.5667	56.67%
Estrogen receptor binding	+	0.7115	71.15%
Androgen receptor binding	+	0.7349	73.49%
Thyroid receptor binding	+	0.6150	61.50%
Glucocorticoid receptor binding	+	0.7355	73.55%
Aromatase binding	+	0.7133	71.33%
PPAR gamma	+	0.5697	56.97%
Honey bee toxicity	-	0.6955	69.55%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9930	99.30%

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	98.22%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.45%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.59%	96.61%
CHEMBL2581	P07339	Cathepsin D	93.88%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	93.45%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.05%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.72%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.42%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.63%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.45%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.01%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	86.57%	98.10%
CHEMBL4040	P28482	MAP kinase ERK2	86.19%	83.82%
CHEMBL1937	Q92769	Histone deacetylase 2	85.04%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.89%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.53%	95.89%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.00%	90.08%
CHEMBL206	P03372	Estrogen receptor alpha	83.29%	97.64%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.62%	100.00%
CHEMBL3524	P56524	Histone deacetylase 4	81.29%	92.97%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.86%	93.56%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.59%	85.31%
CHEMBL226	P30542	Adenosine A1 receptor	80.52%	95.93%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	80.41%	99.17%

Plants that contains it

• Adenopeltis serrata
• Bituminaria bituminosa
• Centaurea seridis
• Chrozophora tinctoria
• Cneorum pulverulentum
• Dalbergia stipulacea
• Delphinium ajacis
• Elaeagnus commutata
• Eucalyptus flocktoniae
• Flindersia brayleyana
• Heracleum sphondylium
• Jungermannia obovata
• Kummerowia striata
• Mascarenhasia arborescens
• Meconopsis napaulensis
• Merremia umbellata
• Millettia conraui
• Palafoxia rosea
• Pedicularis condensata
• Perityle vaseyi
• Phoebe formosana
• Piloselloides hirsuta
• Plectranthus garckeanus
• Porella swartziana
• Quercus mongolica
• Rheum webbianum
• Salacia chinensis
• Salvia coulteri
• Satureja cuneifolia
• Senecio flavus
• Sida cordifolia
• Solanum sisymbriifolium
• Thymbra spicata
• Turraeanthus mannii

Cross-Links

• PubChem: 101863231
• NPASS: NPC169497
• LOTUS: LTS0065796
• wikiData: Q104941930