Thyrsiferol

Details

• Internal ID: 903a180a-1047-4a0c-87dd-e6ed08c1c165
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,4S)-4-[(2R,4aS,6R,8aR)-2-[(2S,5R)-5-bromo-2,6,6-trimethyloxan-2-yl]-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-6-yl]-1-[(2R,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pentane-1,4-diol
• SMILES (Canonical): CC1(C(CCC(O1)(C)C2CCC3(C(O2)CCC(O3)C(C)(CCC(C4(CCC(O4)C(C)(C)O)C)O)O)C)Br)C
• SMILES (Isomeric): C[C@]12CC[C@@H](O[C@@H]1CC[C@@H](O2)[C@](C)(CC[C@@H]([C@]3(CC[C@@H](O3)C(C)(C)O)C)O)O)[C@@]4(CC[C@H](C(O4)(C)C)Br)C
• InChI: InChI=1S/C30H53BrO7/c1-25(2,33)21-13-17-28(6,36-21)20(32)12-15-27(5,34)22-9-10-23-29(7,37-22)18-14-24(35-23)30(8)16-11-19(31)26(3,4)38-30/h19-24,32-34H,9-18H2,1-8H3/t19-,20+,21-,22-,23-,24-,27+,28-,29+,30+/m1/s1
• InChI Key: IFHPYSVGNHWKDY-JXHBSGSUSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₃BrO₇
• Molecular Weight: 605.60 g/mol
• Exact Mass: 604.29747 g/mol
• Topological Polar Surface Area (TPSA): 97.60 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 5.18
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

• 66873-39-0
• (1S,4S)-4-[(2R,4aS,6R,8aR)-2-[(2S,5R)-5-bromo-2,6,6-trimethyloxan-2-yl]-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-6-yl]-1-[(2R,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pentane-1,4-diol
• 2,5-Furandimethanol, alpha2-(3-(6-(5-bromotetrahydro-2,6,6-trimethyl-2H-pyran-2-yl)octahydro-8a-methylpyrano(3,2-b)pyran-2-yl)-3-hydroxybutyl)tetrahydro-alpha5,alpha5,2-trimethyl-, (2R-(2alpha(S*(S*(2R*,5R*))),4abeta,6alpha(2S*,5R*),8aalpha))-
• C30H53BrO7
• CHEMBL2272771
• SCHEMBL12084163

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9787	97.87%
Caco-2	-	0.7286	72.86%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6545	65.45%
OATP2B1 inhibitior	-	0.5698	56.98%
OATP1B1 inhibitior	+	0.8880	88.80%
OATP1B3 inhibitior	+	0.9165	91.65%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.6346	63.46%
P-glycoprotein inhibitior	+	0.6373	63.73%
P-glycoprotein substrate	-	0.5592	55.92%
CYP3A4 substrate	+	0.6864	68.64%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.6968	69.68%
CYP3A4 inhibition	-	0.8007	80.07%
CYP2C9 inhibition	-	0.7418	74.18%
CYP2C19 inhibition	-	0.8140	81.40%
CYP2D6 inhibition	-	0.9072	90.72%
CYP1A2 inhibition	-	0.8548	85.48%
CYP2C8 inhibition	-	0.6101	61.01%
CYP inhibitory promiscuity	-	0.7041	70.41%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8410	84.10%
Carcinogenicity (trinary)	Non-required	0.5384	53.84%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.9275	92.75%
Skin irritation	-	0.7194	71.94%
Skin corrosion	-	0.9281	92.81%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3936	39.36%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5976	59.76%
skin sensitisation	-	0.7975	79.75%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.4892	48.92%
Acute Oral Toxicity (c)	III	0.4827	48.27%
Estrogen receptor binding	+	0.6636	66.36%
Androgen receptor binding	+	0.5850	58.50%
Thyroid receptor binding	+	0.5143	51.43%
Glucocorticoid receptor binding	+	0.6710	67.10%
Aromatase binding	+	0.6691	66.91%
PPAR gamma	+	0.5611	56.11%
Honey bee toxicity	-	0.7398	73.98%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9714	97.14%

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	97.67%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.95%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.02%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.89%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.70%	91.11%
CHEMBL2094135	Q96BI3	Gamma-secretase	89.78%	98.05%
CHEMBL2581	P07339	Cathepsin D	89.57%	98.95%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.94%	95.58%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.91%	100.00%
CHEMBL284	P27487	Dipeptidyl peptidase IV	85.49%	95.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.08%	89.00%
CHEMBL237	P41145	Kappa opioid receptor	83.88%	98.10%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	83.63%	92.78%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.40%	97.14%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.25%	89.05%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.23%	93.04%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.97%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	82.88%	94.73%
CHEMBL4581	P52732	Kinesin-like protein 1	82.77%	93.18%
CHEMBL233	P35372	Mu opioid receptor	82.60%	97.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.17%	95.50%
CHEMBL1871	P10275	Androgen Receptor	81.07%	96.43%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.75%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.64%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	80.59%	96.21%

Plants that contains it

• Anethum graveolens
• Cymbidium aloifolium
• Delphinium dictyocarpum
• Ladeania juncea
• Ligularia atroviolacea
• Scutellaria glabra
• Trifolium pannonicum

Cross-Links

• PubChem: 10984902
• NPASS: NPC253123
• ChEMBL: CHEMBL2272771
• LOTUS: LTS0229742
• wikiData: Q105112165