Formosaninol

Details

• Internal ID: 6b7cd402-2f26-4596-b3a8-2c15d59cc376
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,3R,10S,15S,16R,18R,25S,30S)-10,14,14,25,29,29-hexamethyl-6,21-di(propan-2-yl)-2,17-dioxaheptacyclo[16.12.0.03,16.04,9.010,15.019,24.025,30]triaconta-4,6,8,19,21,23-hexaene-7,22-diol
• SMILES (Canonical): CC(C)C1=C(C=C2C(=C1)C3C(C4C2(CCCC4(C)C)C)OC5C(O3)C6C(CCCC6(C7=CC(=C(C=C57)C(C)C)O)C)(C)C)O
• SMILES (Isomeric): CC(C)C1=C(C=C2C(=C1)[C@@H]3[C@@H]([C@@H]4[C@@]2(CCCC4(C)C)C)O[C@H]5[C@H](O3)[C@@H]6[C@](CCCC6(C)C)(C7=CC(=C(C=C57)C(C)C)O)C)O
• InChI: InChI=1S/C40H56O4/c1-21(2)23-17-25-27(19-29(23)41)39(9)15-11-13-37(5,6)35(39)33-31(25)43-34-32(44-33)26-18-24(22(3)4)30(42)20-28(26)40(10)16-12-14-38(7,8)36(34)40/h17-22,31-36,41-42H,11-16H2,1-10H3/t31-,32-,33+,34+,35+,36+,39-,40-/m1/s1
• InChI Key: JZYNFCPCWFSNOL-XXOXUEAOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₆O₄
• Molecular Weight: 600.90 g/mol
• Exact Mass: 600.41786026 g/mol
• Topological Polar Surface Area (TPSA): 58.90 Ų
• XlogP: 10.90
• Atomic LogP (AlogP): 10.11
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 2,11-Diisopropyl-4balpha,8,8,13balpha,17,17-hexamethyl-4b,5,6,7,8,8abeta,8balpha,9abeta,13b,14,15,16,17,17abeta,17balpha,18abeta-hexadecahydrodiphenanthro[9,10-b:9',10'-e][1,4]dioxin-3,12-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9651	96.51%
Caco-2	-	0.7286	72.86%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7124	71.24%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8549	85.49%
OATP1B3 inhibitior	+	0.9649	96.49%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9240	92.40%
P-glycoprotein inhibitior	+	0.8023	80.23%
P-glycoprotein substrate	-	0.8068	80.68%
CYP3A4 substrate	+	0.5941	59.41%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	+	0.4125	41.25%
CYP3A4 inhibition	-	0.9211	92.11%
CYP2C9 inhibition	-	0.8826	88.26%
CYP2C19 inhibition	-	0.8944	89.44%
CYP2D6 inhibition	-	0.9003	90.03%
CYP1A2 inhibition	+	0.6153	61.53%
CYP2C8 inhibition	-	0.6142	61.42%
CYP inhibitory promiscuity	-	0.8211	82.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6959	69.59%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8795	87.95%
Skin irritation	-	0.7358	73.58%
Skin corrosion	-	0.9367	93.67%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6615	66.15%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5096	50.96%
skin sensitisation	-	0.8241	82.41%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7369	73.69%
Acute Oral Toxicity (c)	III	0.7171	71.71%
Estrogen receptor binding	+	0.7902	79.02%
Androgen receptor binding	+	0.7130	71.30%
Thyroid receptor binding	+	0.6490	64.90%
Glucocorticoid receptor binding	+	0.7617	76.17%
Aromatase binding	+	0.7369	73.69%
PPAR gamma	+	0.6916	69.16%
Honey bee toxicity	-	0.7972	79.72%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9812	98.12%

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	92.28%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.23%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.34%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.59%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.29%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.41%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.85%	90.71%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.24%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	84.96%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.77%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.97%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.98%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.88%	92.62%

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
• Juniperus formosana
• 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: 10722301
• NPASS: NPC96768
• LOTUS: LTS0074037
• wikiData: Q105137715