(3S,5R,8R,9R,10R,13R,14R,15S,17S)-17-[(5S)-5,6-dimethylhepta-1,6-dien-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,15-diol

Details

• Internal ID: 8961867c-aa43-4409-ba67-0db7f782671b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,5R,8R,9R,10R,13R,14R,15S,17S)-17-[(5S)-5,6-dimethylhepta-1,6-dien-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,15-diol
• SMILES (Canonical): CC(CCC(=C)C1CC(C2(C1CCC3C2(CCC4C3(CCC(C4(C)C)O)C)C)C)O)C(=C)C
• SMILES (Isomeric): C[C@@H](CCC(=C)[C@H]1C[C@@H]([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/C31H52O2/c1-19(2)20(3)10-11-21(4)22-18-27(33)31(9)23(22)12-13-25-29(7)16-15-26(32)28(5,6)24(29)14-17-30(25,31)8/h20,22-27,32-33H,1,4,10-18H2,2-3,5-9H3/t20-,22+,23+,24-,25+,26-,27-,29-,30+,31-/m0/s1
• InChI Key: NMNLJGFXOPDWLJ-RLJOBVSYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₂O₂
• Molecular Weight: 456.70 g/mol
• Exact Mass: 456.396730897 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 9.30
• Atomic LogP (AlogP): 7.55
• 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	-	0.5613	56.13%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4758	47.58%
OATP2B1 inhibitior	-	0.5714	57.14%
OATP1B1 inhibitior	+	0.9035	90.35%
OATP1B3 inhibitior	+	0.8695	86.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5450	54.50%
P-glycoprotein inhibitior	-	0.6198	61.98%
P-glycoprotein substrate	-	0.6452	64.52%
CYP3A4 substrate	+	0.6865	68.65%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
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	-	0.6594	65.94%
CYP inhibitory promiscuity	-	0.5600	56.00%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6374	63.74%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9144	91.44%
Skin irritation	+	0.5158	51.58%
Skin corrosion	-	0.9531	95.31%
Ames mutagenesis	-	0.7437	74.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7287	72.87%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.8125	81.25%
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	-	0.8087	80.87%
Acute Oral Toxicity (c)	I	0.5667	56.67%
Estrogen receptor binding	+	0.7163	71.63%
Androgen receptor binding	+	0.7407	74.07%
Thyroid receptor binding	+	0.6201	62.01%
Glucocorticoid receptor binding	+	0.7489	74.89%
Aromatase binding	+	0.6856	68.56%
PPAR gamma	-	0.5100	51.00%
Honey bee toxicity	-	0.7090	70.90%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.22%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	97.41%	83.82%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	96.98%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.87%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.43%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.35%	94.45%
CHEMBL237	P41145	Kappa opioid receptor	93.01%	98.10%
CHEMBL206	P03372	Estrogen receptor alpha	92.99%	97.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.24%	97.09%
CHEMBL4072	P07858	Cathepsin B	90.22%	93.67%
CHEMBL2996	Q05655	Protein kinase C delta	89.75%	97.79%
CHEMBL233	P35372	Mu opioid receptor	89.66%	97.93%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.54%	89.05%
CHEMBL2581	P07339	Cathepsin D	89.09%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.54%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.30%	96.38%
CHEMBL4482	O96013	Serine/threonine-protein kinase PAK 4	86.34%	95.42%
CHEMBL240	Q12809	HERG	86.16%	89.76%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.92%	92.86%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.76%	95.58%
CHEMBL1937	Q92769	Histone deacetylase 2	85.70%	94.75%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	85.29%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.64%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.61%	91.11%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.60%	90.08%
CHEMBL221	P23219	Cyclooxygenase-1	84.30%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.19%	100.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.76%	91.03%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.32%	97.86%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.46%	85.11%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.42%	95.36%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.36%	100.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	81.07%	93.10%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	81.04%	95.34%
CHEMBL3055	P50613	Cyclin-dependent kinase 7	81.02%	81.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.95%	100.00%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	80.81%	88.81%
CHEMBL268	P43235	Cathepsin K	80.78%	96.85%

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: 101863232
• NPASS: NPC287430
• LOTUS: LTS0044346
• wikiData: Q105181879