(3S,4S,4aS,5R,6R,6aS,7R,11aS,11bR)-6-acetyloxy-3,5-dibenzoyloxy-4a-hydroxy-4,7,11b-trimethyl-2,3,5,6,6a,7,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-4-carboxylic acid

Details

• Internal ID: 953d87e2-edfa-4745-9bc5-c125a034fd7a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids
• IUPAC Name: (3S,4S,4aS,5R,6R,6aS,7R,11aS,11bR)-6-acetyloxy-3,5-dibenzoyloxy-4a-hydroxy-4,7,11b-trimethyl-2,3,5,6,6a,7,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-4-carboxylic acid
• SMILES (Canonical): CC1C2C(CC3=C1C=CO3)C4(CCC(C(C4(C(C2OC(=O)C)OC(=O)C5=CC=CC=C5)O)(C)C(=O)O)OC(=O)C6=CC=CC=C6)C
• SMILES (Isomeric): C[C@@H]1[C@H]2[C@H](CC3=C1C=CO3)[C@]4(CC[C@@H]([C@]([C@@]4([C@@H]([C@@H]2OC(=O)C)OC(=O)C5=CC=CC=C5)O)(C)C(=O)O)OC(=O)C6=CC=CC=C6)C
• InChI: InChI=1S/C36H38O10/c1-20-24-16-18-43-26(24)19-25-28(20)29(44-21(2)37)30(46-32(39)23-13-9-6-10-14-23)36(42)34(25,3)17-15-27(35(36,4)33(40)41)45-31(38)22-11-7-5-8-12-22/h5-14,16,18,20,25,27-30,42H,15,17,19H2,1-4H3,(H,40,41)/t20-,25-,27-,28-,29+,30+,34+,35+,36-/m0/s1
• InChI Key: FAUSVBIISDNTJL-CZMQKNOHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₈O₁₀
• Molecular Weight: 630.70 g/mol
• Exact Mass: 630.24649740 g/mol
• Topological Polar Surface Area (TPSA): 150.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.19
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9309	93.09%
Caco-2	-	0.7929	79.29%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7626	76.26%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.7956	79.56%
OATP1B3 inhibitior	+	0.8248	82.48%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6571	65.71%
BSEP inhibitior	+	0.9771	97.71%
P-glycoprotein inhibitior	+	0.8604	86.04%
P-glycoprotein substrate	-	0.5957	59.57%
CYP3A4 substrate	+	0.7036	70.36%
CYP2C9 substrate	+	0.5979	59.79%
CYP2D6 substrate	-	0.8775	87.75%
CYP3A4 inhibition	-	0.7076	70.76%
CYP2C9 inhibition	-	0.7821	78.21%
CYP2C19 inhibition	-	0.8177	81.77%
CYP2D6 inhibition	-	0.9502	95.02%
CYP1A2 inhibition	+	0.5851	58.51%
CYP2C8 inhibition	+	0.8237	82.37%
CYP inhibitory promiscuity	-	0.8911	89.11%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6214	62.14%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9065	90.65%
Skin irritation	-	0.6458	64.58%
Skin corrosion	-	0.9115	91.15%
Ames mutagenesis	-	0.7770	77.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8192	81.92%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5988	59.88%
skin sensitisation	-	0.9173	91.73%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6116	61.16%
Acute Oral Toxicity (c)	III	0.3399	33.99%
Estrogen receptor binding	+	0.7495	74.95%
Androgen receptor binding	+	0.7412	74.12%
Thyroid receptor binding	+	0.5760	57.60%
Glucocorticoid receptor binding	+	0.7602	76.02%
Aromatase binding	+	0.5287	52.87%
PPAR gamma	+	0.6949	69.49%
Honey bee toxicity	-	0.8043	80.43%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9967	99.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.46%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.75%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.61%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.56%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	91.40%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	91.08%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	89.03%	83.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.46%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.76%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.22%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.53%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.86%	95.56%
CHEMBL2581	P07339	Cathepsin D	83.98%	98.95%
CHEMBL1914	P06276	Butyrylcholinesterase	83.96%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.60%	97.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.06%	93.04%
CHEMBL5028	O14672	ADAM10	82.57%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.55%	100.00%

Plants that contains it

• Aeschynanthus pulcher
• Betula papyrifera
• Boronia alata
• Caesalpinia pulcherrima
• Cinnamomum philippinense
• Coronilla cretica
• Cryptochilus siamensis
• Cyperus capitatus
• Delphinium tricorne
• Ephedra altissima
• Erica cinerea
• Gymnosporia emarginata
• Haemanthus albiflos
• Helleborus viridis
• Hordeum bulbosum
• Iris sibirica
• Isolona pilosa
• Jatropha gossypiifolia
• Lepidaploa aurea
• Litsea nitida
• Lobelia langeana
• Magnolia henryi
• Micromelum minutum
• Peltophorum dubium
• Prunus pseudocerasus
• Salvia miniata
• Sibiraea angustata
• Tamarix dioica
• Tripterygium wilfordii
• Valeriana officinalis
• Xanthium spinosum subsp. spinosum

Cross-Links

• PubChem: 11157932
• NPASS: NPC124588
• LOTUS: LTS0078948
• wikiData: Q104992449