(5R,6S)-6-[(3S,5R,8S,10S,13R,14S,17R)-3-methoxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptane-2,5-diol

Details

• Internal ID: 019df318-1c71-4449-a9be-b604f7125ccb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (5R,6S)-6-[(3S,5R,8S,10S,13R,14S,17R)-3-methoxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptane-2,5-diol
• SMILES (Canonical): CC(C1CCC2(C1(CC=C3C2CCC4C3(CCC(C4(C)C)OC)C)C)C)C(CCC(C)(C)O)O
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@]2([C@@]1(CC=C3[C@H]2CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)OC)C)C)C)[C@@H](CCC(C)(C)O)O
• InChI: InChI=1S/C31H54O3/c1-20(24(32)14-16-27(2,3)33)21-12-18-31(8)23-10-11-25-28(4,5)26(34-9)15-17-29(25,6)22(23)13-19-30(21,31)7/h13,20-21,23-26,32-33H,10-12,14-19H2,1-9H3/t20-,21+,23+,24+,25-,26-,29+,30+,31-/m0/s1
• InChI Key: PQEZOFBYLSEGJF-MLAYXGBKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₄O₃
• Molecular Weight: 474.80 g/mol
• Exact Mass: 474.40729558 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 7.30
• Atomic LogP (AlogP): 7.15
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.5467	54.67%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7228	72.28%
OATP2B1 inhibitior	-	0.7170	71.70%
OATP1B1 inhibitior	+	0.8541	85.41%
OATP1B3 inhibitior	+	0.9342	93.42%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.4707	47.07%
P-glycoprotein inhibitior	-	0.5325	53.25%
P-glycoprotein substrate	-	0.5213	52.13%
CYP3A4 substrate	+	0.6293	62.93%
CYP2C9 substrate	-	0.5858	58.58%
CYP2D6 substrate	-	0.7447	74.47%
CYP3A4 inhibition	-	0.8052	80.52%
CYP2C9 inhibition	-	0.7676	76.76%
CYP2C19 inhibition	-	0.7792	77.92%
CYP2D6 inhibition	-	0.9367	93.67%
CYP1A2 inhibition	-	0.8715	87.15%
CYP2C8 inhibition	+	0.5641	56.41%
CYP inhibitory promiscuity	-	0.5713	57.13%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6301	63.01%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9385	93.85%
Skin irritation	-	0.5241	52.41%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6735	67.35%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6995	69.95%
skin sensitisation	-	0.6650	66.50%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.8951	89.51%
Acute Oral Toxicity (c)	III	0.5002	50.02%
Estrogen receptor binding	+	0.7681	76.81%
Androgen receptor binding	+	0.7833	78.33%
Thyroid receptor binding	+	0.6658	66.58%
Glucocorticoid receptor binding	+	0.7619	76.19%
Aromatase binding	+	0.6474	64.74%
PPAR gamma	-	0.4862	48.62%
Honey bee toxicity	-	0.7715	77.15%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9835	98.35%

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	99.48%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.05%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.44%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	97.38%	97.79%
CHEMBL2581	P07339	Cathepsin D	94.54%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.61%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.90%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.59%	97.14%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.46%	91.03%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	87.16%	94.78%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.54%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.21%	92.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.26%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.78%	95.89%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.51%	98.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.62%	94.45%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.21%	100.00%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	80.82%	89.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.07%	92.94%

Plants that contains it

• Pinus monticola

Cross-Links

• PubChem: 162913104
• LOTUS: LTS0193625
• wikiData: Q105213203