(3R,4S,5R,8S,9R,10S,13R,14R,17R)-4-(3-hydroxypropyl)-5,8,9,13-tetramethyl-17-propan-2-yl-3-prop-1-en-2-yl-1,2,4,6,7,10,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ol

Details

• Internal ID: dbfcd5cb-47f5-46e3-8a0f-42b8e45f7864
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Colensane and clerodane diterpenoids
• IUPAC Name: (3R,4S,5R,8S,9R,10S,13R,14R,17R)-4-(3-hydroxypropyl)-5,8,9,13-tetramethyl-17-propan-2-yl-3-prop-1-en-2-yl-1,2,4,6,7,10,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ol
• SMILES (Canonical): CC(C)C1CCC2C1(CCC3(C2(CCC4(C3CCC(C4CCCO)(C(=C)C)O)C)C)C)C
• SMILES (Isomeric): CC(C)[C@H]1CC[C@@H]2[C@@]1(CC[C@]3([C@]2(CC[C@@]4([C@@H]3CC[C@@]([C@H]4CCCO)(C(=C)C)O)C)C)C)C
• InChI: InChI=1S/C30H52O2/c1-20(2)22-11-12-23-26(22,5)15-17-29(8)24-13-14-30(32,21(3)4)25(10-9-19-31)27(24,6)16-18-28(23,29)7/h20,22-25,31-32H,3,9-19H2,1-2,4-8H3/t22-,23-,24+,25+,26-,27-,28+,29-,30+/m1/s1
• InChI Key: MMVRRFYBKHIWCR-KVGGXRHNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₂O₂
• Molecular Weight: 444.70 g/mol
• Exact Mass: 444.396730897 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 8.70
• Atomic LogP (AlogP): 7.39
• 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	+	0.9958	99.58%
Caco-2	-	0.5802	58.02%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4831	48.31%
OATP2B1 inhibitior	-	0.5786	57.86%
OATP1B1 inhibitior	+	0.9045	90.45%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6385	63.85%
BSEP inhibitior	+	0.6939	69.39%
P-glycoprotein inhibitior	-	0.7137	71.37%
P-glycoprotein substrate	-	0.5813	58.13%
CYP3A4 substrate	+	0.6404	64.04%
CYP2C9 substrate	-	0.5471	54.71%
CYP2D6 substrate	-	0.7775	77.75%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9071	90.71%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.9297	92.97%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.7220	72.20%
CYP inhibitory promiscuity	-	0.6441	64.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6609	66.09%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8743	87.43%
Skin irritation	-	0.6073	60.73%
Skin corrosion	-	0.9611	96.11%
Ames mutagenesis	-	0.6782	67.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.5688	56.88%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6122	61.22%
skin sensitisation	-	0.6442	64.42%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6442	64.42%
Acute Oral Toxicity (c)	III	0.7441	74.41%
Estrogen receptor binding	+	0.7945	79.45%
Androgen receptor binding	+	0.7138	71.38%
Thyroid receptor binding	+	0.5929	59.29%
Glucocorticoid receptor binding	+	0.7827	78.27%
Aromatase binding	+	0.6674	66.74%
PPAR gamma	+	0.5614	56.14%
Honey bee toxicity	-	0.7485	74.85%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	+	0.9839	98.39%

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	98.53%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.62%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.50%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.87%	82.69%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.82%	96.38%
CHEMBL2581	P07339	Cathepsin D	92.19%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.76%	94.45%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	91.72%	92.88%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.37%	96.61%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.91%	92.86%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.58%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.30%	95.89%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	86.04%	97.29%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.96%	100.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	85.74%	95.36%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	85.63%	87.16%
CHEMBL1951	P21397	Monoamine oxidase A	85.43%	91.49%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.12%	89.05%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	84.60%	91.03%
CHEMBL237	P41145	Kappa opioid receptor	83.54%	98.10%
CHEMBL2996	Q05655	Protein kinase C delta	83.30%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.28%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.22%	98.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.18%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.84%	95.83%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.56%	95.17%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.20%	91.24%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.12%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.65%	97.09%
CHEMBL259	P32245	Melanocortin receptor 4	81.64%	95.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.58%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.07%	96.47%

Plants that contains it

• Euphorbia maculata

Cross-Links

• PubChem: 21582925
• LOTUS: LTS0178112
• wikiData: Q105168124