(E,3S,4S)-6-[(1R,2S,3R,5R,6S,9R,10R,13R,15S)-3,15-dihydroxy-9,10,14,14-tetramethyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadecan-6-yl]-2-methylhept-5-ene-2,3,4-triol

Details

• Internal ID: dcac7f10-724f-4ba4-a9f1-5e1519980c02
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (E,3S,4S)-6-[(1R,2S,3R,5R,6S,9R,10R,13R,15S)-3,15-dihydroxy-9,10,14,14-tetramethyl-16-oxapentacyclo[13.2.2.01,13.02,10.05,9]nonadecan-6-yl]-2-methylhept-5-ene-2,3,4-triol
• SMILES (Canonical): CC(=CC(C(C(C)(C)O)O)O)C1CCC2(C1CC(C3C2(CCC4C35CCC(C4(C)C)(OC5)O)C)O)C
• SMILES (Isomeric): C/C(=C\[C@@H]([C@@H](C(C)(C)O)O)O)/[C@H]1CC[C@@]2([C@@H]1C[C@H]([C@H]3[C@]2(CC[C@@H]4[C@]35CC[C@@](C4(C)C)(OC5)O)C)O)C
• InChI: InChI=1S/C30H50O6/c1-17(14-21(32)24(33)26(4,5)34)18-8-10-27(6)19(18)15-20(31)23-28(27,7)11-9-22-25(2,3)30(35)13-12-29(22,23)16-36-30/h14,18-24,31-35H,8-13,15-16H2,1-7H3/b17-14+/t18-,19-,20-,21+,22+,23+,24+,27-,28-,29-,30+/m1/s1
• InChI Key: CYPWUGDZIQZKDA-JPQVKDAASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₆
• Molecular Weight: 506.70 g/mol
• Exact Mass: 506.36073931 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.78
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8813	88.13%
Caco-2	-	0.7017	70.17%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7114	71.14%
OATP2B1 inhibitior	-	0.5741	57.41%
OATP1B1 inhibitior	+	0.8473	84.73%
OATP1B3 inhibitior	+	0.9033	90.33%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6792	67.92%
BSEP inhibitior	+	0.5517	55.17%
P-glycoprotein inhibitior	-	0.5497	54.97%
P-glycoprotein substrate	+	0.5201	52.01%
CYP3A4 substrate	+	0.6870	68.70%
CYP2C9 substrate	-	0.7908	79.08%
CYP2D6 substrate	-	0.8097	80.97%
CYP3A4 inhibition	-	0.9386	93.86%
CYP2C9 inhibition	-	0.8667	86.67%
CYP2C19 inhibition	-	0.8816	88.16%
CYP2D6 inhibition	-	0.9341	93.41%
CYP1A2 inhibition	-	0.8377	83.77%
CYP2C8 inhibition	+	0.5623	56.23%
CYP inhibitory promiscuity	-	0.9513	95.13%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6452	64.52%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9391	93.91%
Skin irritation	+	0.4915	49.15%
Skin corrosion	-	0.9381	93.81%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3657	36.57%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8450	84.50%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6753	67.53%
Acute Oral Toxicity (c)	III	0.4083	40.83%
Estrogen receptor binding	+	0.7511	75.11%
Androgen receptor binding	+	0.7418	74.18%
Thyroid receptor binding	+	0.5734	57.34%
Glucocorticoid receptor binding	+	0.7161	71.61%
Aromatase binding	+	0.7186	71.86%
PPAR gamma	+	0.6150	61.50%
Honey bee toxicity	-	0.6664	66.64%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9623	96.23%

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	99.58%	97.25%
CHEMBL1914	P06276	Butyrylcholinesterase	97.71%	95.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.34%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.01%	97.09%
CHEMBL206	P03372	Estrogen receptor alpha	92.40%	97.64%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	92.09%	95.58%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.53%	97.14%
CHEMBL233	P35372	Mu opioid receptor	91.43%	97.93%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.90%	96.38%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.21%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.91%	82.69%
CHEMBL2581	P07339	Cathepsin D	89.51%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.20%	100.00%
CHEMBL268	P43235	Cathepsin K	88.38%	96.85%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.36%	96.09%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	88.24%	82.50%
CHEMBL259	P32245	Melanocortin receptor 4	88.09%	95.38%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.83%	91.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.80%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.99%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.81%	96.77%
CHEMBL1902	P62942	FK506-binding protein 1A	86.13%	97.05%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.36%	85.14%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.70%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.31%	97.47%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.62%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.06%	85.31%
CHEMBL236	P41143	Delta opioid receptor	83.06%	99.35%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.03%	89.50%
CHEMBL2996	Q05655	Protein kinase C delta	82.92%	97.79%
CHEMBL5646	Q6L5J4	FML2_HUMAN	81.04%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.60%	91.07%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.42%	90.24%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.40%	96.61%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	80.26%	92.88%

Plants that contains it

• Varronia multispicata

Cross-Links

• PubChem: 162976650
• LOTUS: LTS0157127
• wikiData: Q104972477