(4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-10-[(2S,3R,4S,5S)-5-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6a,6b,9,12a-tetramethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

Details

• Internal ID: c551a8d5-1270-4b88-972f-f909e6ac5908
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives
• IUPAC Name: (4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-9-(hydroxymethyl)-10-[(2S,3R,4S,5S)-5-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6a,6b,9,12a-tetramethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC12CCC(C(C1CCC3(C2CC=C4C3(CCC5(C4CC(=C)CC5)C(=O)O)C)C)(C)CO)OC6C(C(C(CO6)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(CO8)O)O)O
• SMILES (Isomeric): C[C@]12CC[C@@H]([C@@]([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(=C)CC5)C(=O)O)C)C)(C)CO)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O
• InChI: InChI=1S/C45H70O17/c1-21-8-13-45(40(55)56)15-14-43(4)22(23(45)16-21)6-7-28-41(2)11-10-29(42(3,20-47)27(41)9-12-44(28,43)5)60-39-36(62-37-33(53)30(50)24(48)18-57-37)35(25(49)19-58-39)61-38-34(54)32(52)31(51)26(17-46)59-38/h6,23-39,46-54H,1,7-20H2,2-5H3,(H,55,56)/t23-,24+,25-,26+,27+,28+,29-,30-,31+,32-,33+,34+,35-,36+,37-,38-,39-,41-,42-,43+,44+,45-/m0/s1
• InChI Key: YNVHPXCDLBLZGR-OYMUJAIUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₇₀O₁₇
• Molecular Weight: 883.00 g/mol
• Exact Mass: 882.46130076 g/mol
• Topological Polar Surface Area (TPSA): 275.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.49
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7135	71.35%
Caco-2	-	0.8829	88.29%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7934	79.34%
OATP2B1 inhibitior	-	0.8747	87.47%
OATP1B1 inhibitior	+	0.8091	80.91%
OATP1B3 inhibitior	-	0.3786	37.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.7493	74.93%
P-glycoprotein inhibitior	+	0.7429	74.29%
P-glycoprotein substrate	-	0.5708	57.08%
CYP3A4 substrate	+	0.7287	72.87%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8798	87.98%
CYP3A4 inhibition	-	0.8913	89.13%
CYP2C9 inhibition	-	0.9110	91.10%
CYP2C19 inhibition	-	0.8993	89.93%
CYP2D6 inhibition	-	0.9474	94.74%
CYP1A2 inhibition	-	0.8888	88.88%
CYP2C8 inhibition	+	0.7217	72.17%
CYP inhibitory promiscuity	-	0.9715	97.15%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6497	64.97%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9098	90.98%
Skin irritation	-	0.5327	53.27%
Skin corrosion	-	0.9440	94.40%
Ames mutagenesis	-	0.6270	62.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7337	73.37%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8184	81.84%
skin sensitisation	-	0.9024	90.24%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.5606	56.06%
Acute Oral Toxicity (c)	III	0.7014	70.14%
Estrogen receptor binding	+	0.7685	76.85%
Androgen receptor binding	+	0.7419	74.19%
Thyroid receptor binding	-	0.6309	63.09%
Glucocorticoid receptor binding	+	0.5866	58.66%
Aromatase binding	+	0.6433	64.33%
PPAR gamma	+	0.7282	72.82%
Honey bee toxicity	-	0.7171	71.71%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9590	95.90%

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	96.12%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.50%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.29%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.15%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.61%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.49%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.62%	97.09%
CHEMBL5028	O14672	ADAM10	85.84%	97.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.56%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.34%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.18%	90.71%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.84%	94.33%
CHEMBL233	P35372	Mu opioid receptor	83.30%	97.93%
CHEMBL237	P41145	Kappa opioid receptor	82.61%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.14%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.07%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.11%	99.17%
CHEMBL5255	O00206	Toll-like receptor 4	80.72%	92.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.30%	91.07%

Plants that contains it

• Akebia trifoliata

Cross-Links

• PubChem: 101683944
• LOTUS: LTS0086928
• wikiData: Q105351127