Chinensone F

Details

• Internal ID: 3a7fe521-ea9d-42bc-8e39-7e0b4f580ca6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 3-hydroxysteroids
• IUPAC Name: (6aS,6bS,8aR,9S,11R,12aS,14aS)-3,9-dihydroxy-4,6a,6b,8a,11,14a-hexamethyl-9,11,12,12a,13,14-hexahydro-8H-picene-2,7,10-trione
• SMILES (Canonical): CC1CC2C3(CCC4(C(=CC=C5C4=CC(=O)C(=C5C)O)C3(C(=O)CC2(C(C1=O)O)C)C)C)C
• SMILES (Isomeric): C[C@@H]1C[C@H]2[C@@]3(CC[C@@]4(C(=CC=C5C4=CC(=O)C(=C5C)O)[C@]3(C(=O)C[C@]2([C@@H](C1=O)O)C)C)C)C
• InChI: InChI=1S/C28H34O5/c1-14-11-20-26(4,24(33)22(14)31)13-21(30)28(6)19-8-7-16-15(2)23(32)18(29)12-17(16)25(19,3)9-10-27(20,28)5/h7-8,12,14,20,24,32-33H,9-11,13H2,1-6H3/t14-,20-,24-,25+,26-,27+,28+/m1/s1
• InChI Key: HLWNXIBAWDHKMJ-WYVBECSISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₄O₅
• Molecular Weight: 450.60 g/mol
• Exact Mass: 450.24062418 g/mol
• Topological Polar Surface Area (TPSA): 91.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.57
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 612836-45-0

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.6124	61.24%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8689	86.89%
OATP2B1 inhibitior	-	0.8582	85.82%
OATP1B1 inhibitior	+	0.8491	84.91%
OATP1B3 inhibitior	+	0.8421	84.21%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5908	59.08%
BSEP inhibitior	+	0.9444	94.44%
P-glycoprotein inhibitior	-	0.5077	50.77%
P-glycoprotein substrate	-	0.5084	50.84%
CYP3A4 substrate	+	0.6985	69.85%
CYP2C9 substrate	-	0.6830	68.30%
CYP2D6 substrate	-	0.8656	86.56%
CYP3A4 inhibition	-	0.7481	74.81%
CYP2C9 inhibition	-	0.9169	91.69%
CYP2C19 inhibition	-	0.9389	93.89%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.8378	83.78%
CYP2C8 inhibition	+	0.5088	50.88%
CYP inhibitory promiscuity	-	0.9353	93.53%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6222	62.22%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9250	92.50%
Skin irritation	+	0.6341	63.41%
Skin corrosion	-	0.9530	95.30%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6768	67.68%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5291	52.91%
skin sensitisation	-	0.6517	65.17%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5664	56.64%
Acute Oral Toxicity (c)	III	0.5110	51.10%
Estrogen receptor binding	+	0.7065	70.65%
Androgen receptor binding	+	0.7877	78.77%
Thyroid receptor binding	+	0.7059	70.59%
Glucocorticoid receptor binding	+	0.7614	76.14%
Aromatase binding	+	0.7727	77.27%
PPAR gamma	+	0.6574	65.74%
Honey bee toxicity	-	0.8066	80.66%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9945	99.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.73%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.17%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	92.84%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.80%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	92.36%	83.82%
CHEMBL1937	Q92769	Histone deacetylase 2	88.90%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.61%	97.09%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	87.61%	95.52%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.29%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.83%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.59%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.92%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.77%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.02%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.48%	86.33%
CHEMBL230	P35354	Cyclooxygenase-2	82.69%	89.63%
CHEMBL2581	P07339	Cathepsin D	82.03%	98.95%

Plants that contains it

• Adenopeltis serrata
• Bituminaria bituminosa
• Centaurea seridis
• Chrozophora tinctoria
• Cneorum pulverulentum
• Dalbergia stipulacea
• Delphinium ajacis
• Elaeagnus commutata
• Eucalyptus flocktoniae
• Flindersia brayleyana
• Heracleum sphondylium
• Jungermannia obovata
• Kummerowia striata
• Mascarenhasia arborescens
• Meconopsis napaulensis
• Merremia umbellata
• Millettia conraui
• Palafoxia rosea
• Pedicularis condensata
• Perityle vaseyi
• Phoebe formosana
• Piloselloides hirsuta
• Plectranthus garckeanus
• Porella swartziana
• Quercus mongolica
• Rheum webbianum
• Salacia chinensis
• Salvia coulteri
• Satureja cuneifolia
• Senecio flavus
• Sida cordifolia
• Solanum sisymbriifolium
• Thymbra spicata
• Turraeanthus mannii

Cross-Links

• PubChem: 11091624
• NPASS: NPC123324
• LOTUS: LTS0003117
• wikiData: Q105030358