Sugikurojin A

Details

• Internal ID: e155bd39-a885-49a6-b792-de6876fcd0f0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4bS,8S,8aR)-8-(hydroxymethyl)-4b,8-dimethyl-2-propan-2-yl-5,6,7,8a-tetrahydrophenanthren-3-ol
• SMILES (Canonical): CC(C)C1=C(C=C2C(=C1)C=CC3C2(CCCC3(C)CO)C)O
• SMILES (Isomeric): CC(C)C1=C(C=C2C(=C1)C=C[C@@H]3[C@@]2(CCC[C@]3(C)CO)C)O
• InChI: InChI=1S/C20H28O2/c1-13(2)15-10-14-6-7-18-19(3,12-21)8-5-9-20(18,4)16(14)11-17(15)22/h6-7,10-11,13,18,21-22H,5,8-9,12H2,1-4H3/t18-,19+,20+/m0/s1
• InChI Key: NVXMKMSYGAERCC-XUVXKRRUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₂
• Molecular Weight: 300.40 g/mol
• Exact Mass: 300.208930132 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.60
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• (4bS,8S,8aR)-8-(hydroxymethyl)-4b,8-dimethyl-2-propan-2-yl-5,6,7,8a-tetrahydrophenanthren-3-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7156	71.56%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8072	80.72%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.7603	76.03%
OATP1B3 inhibitior	-	0.4695	46.95%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6028	60.28%
P-glycoprotein inhibitior	-	0.9000	90.00%
P-glycoprotein substrate	-	0.7251	72.51%
CYP3A4 substrate	+	0.5642	56.42%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	-	0.7282	72.82%
CYP3A4 inhibition	-	0.5753	57.53%
CYP2C9 inhibition	-	0.6683	66.83%
CYP2C19 inhibition	+	0.5978	59.78%
CYP2D6 inhibition	-	0.9077	90.77%
CYP1A2 inhibition	+	0.8998	89.98%
CYP2C8 inhibition	-	0.7140	71.40%
CYP inhibitory promiscuity	+	0.6267	62.67%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.6988	69.88%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.9268	92.68%
Skin irritation	-	0.7974	79.74%
Skin corrosion	-	0.9598	95.98%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4854	48.54%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.6788	67.88%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.9015	90.15%
Acute Oral Toxicity (c)	III	0.6479	64.79%
Estrogen receptor binding	+	0.6578	65.78%
Androgen receptor binding	-	0.5897	58.97%
Thyroid receptor binding	+	0.7742	77.42%
Glucocorticoid receptor binding	-	0.4834	48.34%
Aromatase binding	+	0.6353	63.53%
PPAR gamma	+	0.8659	86.59%
Honey bee toxicity	-	0.8422	84.22%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9974	99.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.24%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.51%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.21%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.37%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.12%	99.15%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.00%	97.25%
CHEMBL4208	P20618	Proteasome component C5	89.35%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.20%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.40%	96.77%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.36%	92.62%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.02%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.10%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.05%	100.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.97%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.66%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.47%	86.33%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.29%	98.05%

Plants that contains it

• Breonia chinensis
• Campylotropis hirtella
• Ceropegia dichotoma
• Crinum moorei
• Crotalaria candicans
• Cryptomeria japonica
• Dendrobium loddigesii
• Distephanus angulifolius
• Eucalyptus apodophylla
• 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: 12116652
• NPASS: NPC179467
• LOTUS: LTS0061633
• wikiData: Q105186471