Sugikurojin B

Details

• Internal ID: 6d80858c-a340-4887-acaa-32bb2eee586a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4bS,8aS,9R,10S)-9-[[(4bS,8aS)-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a-tetrahydrophenanthren-3-yl]oxy]-10-methoxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol
• SMILES (Canonical): CC(C)C1=C(C=C2C(=C1)C=CC3C2(CCCC3(C)C)C)OC4C(C5=CC(=C(C=C5C6(C4C(CCC6)(C)C)C)O)C(C)C)OC
• SMILES (Isomeric): CC(C)C1=C(C=C2C(=C1)C=C[C@@H]3[C@@]2(CCCC3(C)C)C)O[C@H]4[C@H](C5=CC(=C(C=C5[C@@]6([C@@H]4C(CCC6)(C)C)C)O)C(C)C)OC
• InChI: InChI=1S/C41H58O3/c1-24(2)27-21-29-31(22-32(27)42)41(10)19-13-17-39(7,8)37(41)36(35(29)43-11)44-33-23-30-26(20-28(33)25(3)4)14-15-34-38(5,6)16-12-18-40(30,34)9/h14-15,20-25,34-37,42H,12-13,16-19H2,1-11H3/t34-,35-,36-,37-,40+,41+/m0/s1
• InChI Key: OPWBFTHPRICVFB-OKDLLEDBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₈O₃
• Molecular Weight: 598.90 g/mol
• Exact Mass: 598.43859571 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 12.30
• Atomic LogP (AlogP): 10.98
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• (4Bs,8aS,9R,10S)-9-[[(4bS,8aS)-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a-tetrahydrophenanthren-3-yl]oxy]-10-methoxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	-	0.6870	68.70%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7397	73.97%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8300	83.00%
OATP1B3 inhibitior	+	0.9618	96.18%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9962	99.62%
P-glycoprotein inhibitior	+	0.8791	87.91%
P-glycoprotein substrate	+	0.5580	55.80%
CYP3A4 substrate	+	0.6825	68.25%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	-	0.6814	68.14%
CYP3A4 inhibition	-	0.6905	69.05%
CYP2C9 inhibition	-	0.7146	71.46%
CYP2C19 inhibition	-	0.5785	57.85%
CYP2D6 inhibition	-	0.8949	89.49%
CYP1A2 inhibition	+	0.6550	65.50%
CYP2C8 inhibition	+	0.6847	68.47%
CYP inhibitory promiscuity	-	0.7209	72.09%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8363	83.63%
Carcinogenicity (trinary)	Non-required	0.5693	56.93%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9030	90.30%
Skin irritation	-	0.7068	70.68%
Skin corrosion	-	0.9544	95.44%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3610	36.10%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6036	60.36%
skin sensitisation	-	0.7841	78.41%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7862	78.62%
Acute Oral Toxicity (c)	III	0.7009	70.09%
Estrogen receptor binding	+	0.8050	80.50%
Androgen receptor binding	+	0.6851	68.51%
Thyroid receptor binding	+	0.6869	68.69%
Glucocorticoid receptor binding	+	0.8484	84.84%
Aromatase binding	+	0.7351	73.51%
PPAR gamma	+	0.7358	73.58%
Honey bee toxicity	-	0.6015	60.15%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5849	58.49%
Fish aquatic toxicity	+	0.9965	99.65%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.37%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.27%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.42%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.02%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.17%	99.15%
CHEMBL2581	P07339	Cathepsin D	92.85%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.78%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.09%	97.25%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.78%	91.03%
CHEMBL1914	P06276	Butyrylcholinesterase	88.37%	95.00%
CHEMBL4208	P20618	Proteasome component C5	87.46%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.83%	91.07%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	85.99%	94.97%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.81%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.00%	89.62%
CHEMBL1937	Q92769	Histone deacetylase 2	84.59%	94.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.54%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.45%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.99%	100.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	81.37%	97.31%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.00%	92.88%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.94%	82.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.55%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.21%	97.09%
CHEMBL213	P08588	Beta-1 adrenergic receptor	80.10%	95.56%

Plants that contains it

• Breonia chinensis
• Calocedrus macrolepis
• Campylotropis hirtella
• Ceropegia dichotoma
• Crinum moorei
• Crotalaria candicans
• Cryptomeria japonica
• Dendrobium loddigesii
• Distephanus angulifolius
• Eucalyptus apodophylla
• Glaucium oxylobum
• Glycosmis macrophylla
• Gypsophila perfoliata
• Hypericum polyanthemum
• Juniperus drupacea
• Lophostemon confertus
• Mentha × gentilis
• Ononis spinosa
• Orbivestus karaguensis
• Pentaclethra macrophylla
• Periploca sepium
• Pinalia japonica
• Plectranthus hereroensis
• Pterocaulon virgatum
• Rhodiola semenovii
• Salvia sessei
• Sonneratia caseolaris
• Stephania zippeliana
• Veronica polita

Cross-Links

• PubChem: 23250764
• NPASS: NPC219789
• LOTUS: LTS0026322
• wikiData: Q104168806