(3S,5R,8R,9R,10R,13R,14R,17S)-17-[(2S)-2-hydroxy-6-methyl-5-methylideneheptan-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: c968ac96-e6b5-4384-8c81-f506f6b6048d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,5R,8R,9R,10R,13R,14R,17S)-17-[(2S)-2-hydroxy-6-methyl-5-methylideneheptan-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(C)C(=C)CCC(C)(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)O)C)C)C)O
• SMILES (Isomeric): CC(C)C(=C)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
• 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/h20,22-26,32-33H,3,10-19H2,1-2,4-9H3/t22-,23+,24+,25-,26+,28+,29-,30-,31+/m1/s1
• InChI Key: GHYYPJMOIDQJRP-CFMDIQLFSA-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: 9.10
• 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	-	0.5472	54.72%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.4758	47.58%
OATP2B1 inhibitior	-	0.5758	57.58%
OATP1B1 inhibitior	+	0.8949	89.49%
OATP1B3 inhibitior	+	0.8695	86.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6282	62.82%
P-glycoprotein inhibitior	-	0.6219	62.19%
P-glycoprotein substrate	-	0.8331	83.31%
CYP3A4 substrate	+	0.6552	65.52%
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	-	0.6628	66.28%
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	-	0.9083	90.83%
Skin irritation	+	0.5158	51.58%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.8300	83.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6631	66.31%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.7448	74.48%
skin sensitisation	+	0.5538	55.38%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.9288	92.88%
Acute Oral Toxicity (c)	I	0.5667	56.67%
Estrogen receptor binding	+	0.7286	72.86%
Androgen receptor binding	+	0.7294	72.94%
Thyroid receptor binding	+	0.6384	63.84%
Glucocorticoid receptor binding	+	0.7837	78.37%
Aromatase binding	+	0.7074	70.74%
PPAR gamma	+	0.6367	63.67%
Honey bee toxicity	-	0.6623	66.23%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
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	99.34%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.59%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.03%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.94%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.59%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.33%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.81%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	88.60%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.44%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	87.09%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.21%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	84.10%	85.31%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.03%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.40%	89.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.35%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.61%	96.77%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	82.15%	89.62%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	81.92%	94.01%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.54%	91.03%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.09%	92.88%
CHEMBL206	P03372	Estrogen receptor alpha	80.96%	97.64%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	80.53%	87.16%
CHEMBL1937	Q92769	Histone deacetylase 2	80.33%	94.75%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.26%	90.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.26%	97.14%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	80.16%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	80.08%	95.93%

Plants that contains it

• Adenopeltis serrata
• Baccharis sagittalis
• 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: 101863233
• NPASS: NPC304962
• LOTUS: LTS0108029
• wikiData: Q105008817